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Most companies don't stall before $100M because of strategy — they stall because the founder can't see the business at $100M, and the team feels that ceiling.In this episode of The $100M Entrepreneur Podcast, Brad Sugars sits down with Jeb Blount to break down what it really takes to scale: building momentum, moving fast, and replacing “sales heroes” with a repeatable sales system (recruiting, onboarding, ramp time, comp, playbooks, and leadership). They also dig into when growth requires acquisition — and why you can't scale chaos.Subscribe and share this with the founder who's still doing it all.About Jeb Blount:Jeb Blount is the Founder and CEO of Sales Gravy, a global sales training and coaching organization. He's a bestselling author of 17+ books on sales and sales leadership, including Fanatical Prospecting, Sales EQ, Objections, The AI Edge, and The LinkedIn Edge. He's also a keynote speaker and the host of the Sales Gravy podcast.About Brad SugarsInternationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That's why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone. Please click here to learn more about Brad Sugars: https://bradsugars.com/Build a Business That Gives You More Time, Money & Life: Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook
Here's a question that'll frustrate every salesperson reading this: What do you do when you prospect, set the meeting, block the time on your calendar, and then... your prospect no-shows? That's the challenge Emily Weissmueller faces every single day. Emily is a former elementary school teacher who pivoted into K-12 edtech sales eleven years ago. She works with special education administrators, and like so many salespeople in 2026, her meetings are primarily virtual. She's doing everything right: prospecting consistently, securing appointments, sending calendar invites. But when it's time for the meeting? Hit or miss. Sometimes they show up. Sometimes she's sitting there waiting while nobody logs on. If you've ever stared at a Zoom room alone wondering if your prospect forgot about you, you know exactly how this feels. And if you're wondering whether confirmation emails help or hurt, you're asking the wrong question entirely. The Virtual Meeting Paradox Let's be honest about something: Virtual meetings are throwaway appointments for both sides. When you had to drive four hours to meet someone in person, both parties had serious skin in the game. You invested time, gas money, and effort. Your prospect blocked their calendar knowing you were making the trip. Neither of you would casually blow that off. But virtual meetings? They're low commitment on both ends. No one's driving anywhere. It's just a calendar block that can easily get bumped by the next urgent thing that pops up. And when you're selling into education like Emily is, where everything moves infinitely slow and decision-makers are incredibly risk-averse, you've got even more working against you. The question isn't whether to send a confirmation email. The real question is: How do you stack the deck so heavily in your favor that prospects feel obligated to show up? The Commitment and Consistency Framework There's a principle in human behavior called commitment and consistency. When people commit to something, they typically feel compelled to follow through. Otherwise, they feel guilty. And guilt is actually useful because you can leverage it to reschedule when someone doesn't show. But the goal isn't to make prospects feel guilty after they no-show. The goal is to engineer so many small commitments throughout the process that they show up in the first place. Here's the system that works: Step 1: Confirm Verbally When You Set the Meeting When your prospect agrees to meet, always repeat it back: "Okay, so I've got you on Thursday, January 26th at 2:00 PM. Did I get that right?" When they say yes, that's commitment number one. You're putting it in their brain. You're making it real. Then say this: "Let me grab your email and I'll send you a meeting invite for your calendar just to make it convenient for you." This does two things. First, it confirms you have the right email. Second, it gets another yes. That's commitment number two. Step 2: Send a Meeting Invite That Actually Helps Most meeting invites are useless. They say "Meeting with Jeb Blount" or "Sales Call" and include seventeen different international dial-in numbers that nobody needs. Here's what your meeting invite should look like: Title: Emily Weissmueller (Company Name) + Prospect Name (School Name) - Why We're Meeting Location: Virtual Meeting (then paste the meeting link, nothing else) Notes: Keep it simple. Here's the meeting link. If it's a phone option, include just that number. Then add: "If anything changes, here's my direct number and email." When your prospect looks at their calendar the morning of the meeting and sees this, they know exactly who you are, why you're meeting, and how to join. You own the moral high ground. Step 3: Send a Video (This Is Non-Negotiable) The next morning after you set the meeting, pull out your phone and record a 20-30 second video. Look at the camera. Smile. Sound excited. "Emily, this is Jeb at Sales Gravy. Thank you so much for agreeing to meet with me. I'm so excited to spend time learning about you and your mission for helping these kids. Just want to confirm our meeting is on January 26th at 2:00 PM. The invite is on your calendar. I can't wait to see you." Send that via email. Now think about what you've just done. You've made it personal. You've shown effort. You've demonstrated that you actually care about this conversation. It's exponentially harder for them to no-show because they can see you're a real human who invested time in this relationship. This philosophy is about going the extra mile to demonstrate that you're different, that you care, and that this matters. Step 4: Leave a Voicemail the Day Before The afternoon before your meeting, when you know your prospect is likely gone for the day, call and leave a voicemail. "Hey Emily, this is Jeb. I'm so excited to meet with you tomorrow. I've been thinking about your school and the ways we might be able to help. I can't wait to learn more about what you're trying to accomplish for these kids. Just a reminder, our meeting is at 2:00 PM tomorrow. All the info is in your calendar. If anything changes, give me a call." You're doing the heavy lifting. You're reminding them. You're expressing genuine interest in their world, not just your sale. Step 5: The Morning-Of Email (Optional) Here's where the A/B testing comes in. Some salespeople swear by the morning-of confirmation email. Others think it gives prospects an easy out. My take? Test both approaches and track your show rates. Do half your appointments with the morning email, half without it, and see which converts better. Even a 2-3% improvement in show rate compounds significantly over a year. If you do send the morning email, make it about them: "Emily, I'm really looking forward to our conversation today at 2:00 PM. I can't wait to learn more about your mission and see if there's a way we can support what you're building." Play to their heartstrings. People love talking about themselves and their work. Make it easy for them to want to show up. What to Do When You Send a Confirmation Email Now, if you're going to send a confirmation email, there are specific scenarios where it's absolutely required: You're driving four hours to meet someone in person You're bringing executives or your boss to the meeting It's a final presentation or closing meeting with a major opportunity Multiple stakeholders are coordinating calendars In those cases, you're not just confirming—you're protecting your time and theirs. You're making sure you don't waste an executive's schedule or drive across the state for nothing. But for a standard first appointment? The video and voicemail sequence will outperform a confirmation email every single time. The Real Problem: Systems, Not People No-shows aren't a people problem. They're a systems problem. When you build a repeatable prospecting system that includes verbal confirmation, calendar invites with clear details, personal video, and day-before voicemail, you engineer commitment at every stage. You're not hoping prospects remember. You're not relying on their calendar notifications. You're building a runway that allows them to land in the meeting because you've made it nearly impossible for them to forget or blow you off. And when someone does no-show after all that effort? You own the moral high ground. You can call back with confidence: "Hey, I know things come up. I sent the video, left the voicemail, and had everything on your calendar. Let's get this rescheduled because I'm genuinely excited to learn about what you're working on." That conversation is dramatically different than calling back after sending one email and hoping for the best. The Efficiency Multiplier Think about what happens when your show rate improves by even 10%. If you were setting ten appointments per week and six were showing up, that's a 60% show rate. Bump that to seven showing up, and you're at 70%. That's one extra conversation per week. Four extra conversations per month. Forty-eight extra conversations per year. If your close rate is 20%, that's nearly ten additional deals per year just from improving your meeting show rate. That's the power of sales execution at the highest level. Your Action Plan If you're struggling with no-shows, implement this system immediately: For every appointment you set: Confirm it verbally when you schedule it Send a detailed calendar invite with clean formatting Record and send a personal video the next day Leave an enthusiastic voicemail the day before A/B test the morning-of email and track results Track these metrics: Total appointments set Show rate percentage No-show rate Reschedule success rate After 30 days, analyze what's working and double down on it. The Bottom Line Virtual meetings are easy to ignore. That's just reality in 2026. Your prospects are busy, distracted, and constantly reprioritizing. Your job isn't to guilt them into showing up. Your job is to build a system that makes showing up feel like the obvious, natural choice because you've demonstrated care, invested effort, and made it personal. Stop sending one confirmation email and hoping for the best. Start building commitment through repetition, personalization, and genuine interest in your prospect's world. That's how you fill your calendar with meetings that actually happen. That's how you stop wasting time staring at empty Zoom rooms. And that's how you build a sales career based on systems, not hope. Meetings happen by design, not by luck. Build the runway. Land the meeting. Close the deal. Ready to Master the Complete Prospecting System? The tactics in this article are just the beginning.
Here’s a question that’ll frustrate every salesperson reading this: What do you do when you prospect, set the meeting, block the time on your calendar, and then… your prospect no-shows? That’s the challenge Emily Weissmueller faces every single day. Emily is a former elementary school teacher who pivoted into K-12 edtech sales eleven years ago. She works with special education administrators, and like so many salespeople in 2026, her meetings are primarily virtual. She’s doing everything right: prospecting consistently, securing appointments, sending calendar invites. But when it’s time for the meeting? Hit or miss. Sometimes they show up. Sometimes she’s sitting there waiting while nobody logs on. If you’ve ever stared at a Zoom room alone wondering if your prospect forgot about you, you know exactly how this feels. And if you’re wondering whether confirmation emails help or hurt, you’re asking the wrong question entirely. The Virtual Meeting Paradox Let’s be honest about something: Virtual meetings are throwaway appointments for both sides. When you had to drive four hours to meet someone in person, both parties had serious skin in the game. You invested time, gas money, and effort. Your prospect blocked their calendar knowing you were making the trip. Neither of you would casually blow that off. But virtual meetings? They’re low commitment on both ends. No one’s driving anywhere. It’s just a calendar block that can easily get bumped by the next urgent thing that pops up. And when you’re selling into education like Emily is, where everything moves infinitely slow and decision-makers are incredibly risk-averse, you’ve got even more working against you. The question isn’t whether to send a confirmation email. The real question is: How do you stack the deck so heavily in your favor that prospects feel obligated to show up? The Commitment and Consistency Framework There’s a principle in human behavior called commitment and consistency. When people commit to something, they typically feel compelled to follow through. Otherwise, they feel guilty. And guilt is actually useful because you can leverage it to reschedule when someone doesn’t show. But the goal isn’t to make prospects feel guilty after they no-show. The goal is to engineer so many small commitments throughout the process that they show up in the first place. Here’s the system that works: Step 1: Confirm Verbally When You Set the Meeting When your prospect agrees to meet, always repeat it back: “Okay, so I’ve got you on Thursday, January 26th at 2:00 PM. Did I get that right?” When they say yes, that’s commitment number one. You’re putting it in their brain. You’re making it real. Then say this: “Let me grab your email and I’ll send you a meeting invite for your calendar just to make it convenient for you.” This does two things. First, it confirms you have the right email. Second, it gets another yes. That’s commitment number two. Step 2: Send a Meeting Invite That Actually Helps Most meeting invites are useless. They say “Meeting with Jeb Blount” or “Sales Call” and include seventeen different international dial-in numbers that nobody needs. Here’s what your meeting invite should look like: Title: Emily Weissmueller (Company Name) + Prospect Name (School Name) – Why We’re Meeting Location: Virtual Meeting (then paste the meeting link, nothing else) Notes: Keep it simple. Here’s the meeting link. If it’s a phone option, include just that number. Then add: “If anything changes, here’s my direct number and email.” When your prospect looks at their calendar the morning of the meeting and sees this, they know exactly who you are, why you’re meeting, and how to join. You own the moral high ground. Step 3: Send a Video (This Is Non-Negotiable) The next morning after you set the meeting, pull out your phone and record a 20-30 second video. Look at the camera. Smile. Sound excited. “Emily, this is Jeb at Sales Gravy. Thank you so much for agreeing to meet with me. I’m so excited to spend time learning about you and your mission for helping these kids. Just want to confirm our meeting is on January 26th at 2:00 PM. The invite is on your calendar. I can’t wait to see you.” Send that via email. Now think about what you’ve just done. You’ve made it personal. You’ve shown effort. You’ve demonstrated that you actually care about this conversation. It’s exponentially harder for them to no-show because they can see you’re a real human who invested time in this relationship. This philosophy is about going the extra mile to demonstrate that you’re different, that you care, and that this matters. Step 4: Leave a Voicemail the Day Before The afternoon before your meeting, when you know your prospect is likely gone for the day, call and leave a voicemail. “Hey Emily, this is Jeb. I’m so excited to meet with you tomorrow. I’ve been thinking about your school and the ways we might be able to help. I can’t wait to learn more about what you’re trying to accomplish for these kids. Just a reminder, our meeting is at 2:00 PM tomorrow. All the info is in your calendar. If anything changes, give me a call.” You’re doing the heavy lifting. You’re reminding them. You’re expressing genuine interest in their world, not just your sale. Step 5: The Morning-Of Email (Optional) Here’s where the A/B testing comes in. Some salespeople swear by the morning-of confirmation email. Others think it gives prospects an easy out. My take? Test both approaches and track your show rates. Do half your appointments with the morning email, half without it, and see which converts better. Even a 2-3% improvement in show rate compounds significantly over a year. If you do send the morning email, make it about them: “Emily, I’m really looking forward to our conversation today at 2:00 PM. I can’t wait to learn more about your mission and see if there’s a way we can support what you’re building.” Play to their heartstrings. People love talking about themselves and their work. Make it easy for them to want to show up. What to Do When You Send a Confirmation Email Now, if you’re going to send a confirmation email, there are specific scenarios where it’s absolutely required: You’re driving four hours to meet someone in person You’re bringing executives or your boss to the meeting It’s a final presentation or closing meeting with a major opportunity Multiple stakeholders are coordinating calendars In those cases, you’re not just confirming—you’re protecting your time and theirs. You’re making sure you don’t waste an executive’s schedule or drive across the state for nothing. But for a standard first appointment? The video and voicemail sequence will outperform a confirmation email every single time. The Real Problem: Systems, Not People No-shows aren’t a people problem. They’re a systems problem. When you build a repeatable prospecting system that includes verbal confirmation, calendar invites with clear details, personal video, and day-before voicemail, you engineer commitment at every stage. You’re not hoping prospects remember. You’re not relying on their calendar notifications. You’re building a runway that allows them to land in the meeting because you’ve made it nearly impossible for them to forget or blow you off. And when someone does no-show after all that effort? You own the moral high ground. You can call back with confidence: “Hey, I know things come up. I sent the video, left the voicemail, and had everything on your calendar. Let’s get this rescheduled because I’m genuinely excited to learn about what you’re working on.” That conversation is dramatically different than calling back after sending one email and hoping for the best. The Efficiency Multiplier Think about what happens when your show rate improves by even 10%. If you were setting ten appointments per week and six were showing up, that’s a 60% show rate. Bump that to seven showing up and you’re at 70%. That’s one extra conversation per week. Four extra conversations per month. Forty-eight extra conversations per year. If your close rate is 20%, that’s nearly ten additional deals per year just from improving your meeting show rate. That’s the power of sales execution at the highest level. Your Action Plan If you’re struggling with no-shows, implement this system immediately: For every appointment you set: Confirm it verbally when you schedule it Send a detailed calendar invite with clean formatting Record and send a personal video the next day Leave an enthusiastic voicemail the day before A/B test the morning-of email and track results Track these metrics: Total appointments set Show rate percentage No-show rate Reschedule success rate After 30 days, analyze what’s working and double down on it. The Bottom Line Virtual meetings are easy to ignore. That’s just reality in 2026. Your prospects are busy, distracted, and constantly reprioritizing. Your job isn’t to guilt them into showing up. Your job is to build a system that makes showing up feel like the obvious, natural choice because you’ve demonstrated care, invested effort, and made it personal. Stop sending one confirmation email and hoping for the best. Start building commitment through repetition, personalization, and genuine interest in your prospect’s world. That’s how you fill your calendar with meetings that actually happen. That’s how you stop wasting time staring at empty Zoom rooms. And that’s how you build a sales career based on systems, not hope. Meetings happen by design, not by luck. Build the runway. Land the meeting. Close the deal. Ready to Master the Complete Prospecting System? The tactics in this article are just the beginning. If you want to learn the complete methodology for filling your pipeline with qualified appointments that actually show up, join us at an upcoming Sales Gravy Live Event. You’ll get hands-on training in prospecting, qualification, objection handling, and closing from Jeb Blount and the Sales Gravy team. Don’t leave your sales success to chance—invest in the skills that separate top performers from everyone else.
Here’s a question that’ll change how you think about this profession forever: What’s the one moment that reveals you’re built for sales success? For most people, that moment never comes. They stumble into sales, struggle with the stereotypes, and either quit or spend their entire career fighting against what they think selling is supposed to be. But for those of us who get it, there’s a moment of clarity so powerful it changes everything. Mine happened in high school when I was chasing a girl and ended up on the yearbook staff. Thirty days later, I handed over $3,800 in checks while everyone else struggled to hit their $300 quota. The Sales Crack Moment When Mr. Hall at Hall’s Hardware Store wrote me that first check for a yearbook ad after I had done little more than ask outright for the money, something clicked. This wasn’t complicated. Walk in, shake hands, present value, and people give you money. While my classmates were paralyzed by the same stereotypes you hear today (“I’m not a salesperson”), I was out there having conversations. That’s all prospecting really is. Talking to people. The gasp in that room when I revealed my numbers? That was better than the money. That was the competitive fire igniting. That was me realizing I could outwork, outsell, and out-earn anyone if I just committed to the process. The Discipline Problem Most Sellers Miss Here’s what nobody tells you about sales success: It’s not about talent. It’s not about charisma. It’s about ruthless execution of proven processes. By the time I was 21 or 22, I was making $300,000 in the early nineties. That’s equivalent to making close to a million today. Not because I was special, but because I understood something fundamental that most people never figure out: The more people you talk with, the more you sell. And here’s the beautiful part. There are lots of people to go talk with. The pipeline never runs dry if you’re willing to fill it. The Three Non-Negotiables for Modern Sellers The future of selling is blending. Not choosing between video and phone and in-person. Blending all of them based on one critical question: What communication channel gives me the highest probability of capturing my desired outcome at the lowest cost of time, energy, and money? When I started selling, we had two channels. Maybe three if you count snail mail. Phone and in-person. That’s it. Today? You’ve got a dozen ways to connect. WhatsApp lets you text, call, and video chat almost instantly. The options are endless. But here’s where Gen Z sellers (and honestly, every generation) screw this up: They get single-siloed. “I’m only good at email.” “I only do video calls.” “I hate the phone.” That mindset is killing your income potential. You need to be good at everything. Master every channel. Because the channel doesn’t matter. The outcome does. Synchronous Beats Asynchronous Every Single Time Here’s the second non-negotiable to sales success: Stop hiding behind asynchronous communication. We do deals in a synchronous world. Real-time conversations. Phone calls. Video meetings. Face-to-face interactions. If you think you can close business through email threads and text messages, you’re delusional. Why? Because robots can write better emails than you can. AI can craft more persuasive text messages. But sales is the ultimate human career in the age of AI precisely because of the human connection required in synchronous conversations. Lead with phone calls. Get face-to-face when the deal size justifies it. Use video when it makes sense. But always, always prioritize real-time conversations over digital hide-and-seek. Ask Questions and Actually Listen The third non-negotiable is mastering the art of asking great questions and listening to the answers. People make five decisions before they buy from you: Do I like you? Do you listen to me? Do you make me feel important? Do you get me and my problems? Do I trust and believe you? Notice what’s not on that list? Your product features. Your company’s awards. Your clever sales pitch. They’re evaluating you. Your ability to connect. Your capacity to understand. Your commitment to making them feel important. And the only way to get five affirmative answers to those questions is through synchronous conversations where you ask intelligent questions and actually listen to what they’re telling you. The Make It Rain Principle When Mr. Rouse made me editor of the yearbook after I brought in $3,800, I learned something that shaped my entire career: When you can make it rain, you can get anything you want. That principle holds true whether you’re selling yearbook ads in high school or enterprise software to Fortune 500 companies. Revenue solves problems. Performance opens doors. Results create opportunities. Most people in sales stumble into it. They take the job because it was available. They stick with it because the money’s decent. But they never commit to mastering the craft. The question isn’t whether sales chooses you. The question is whether you choose sales. Whether you commit to being good at every communication channel. Whether you prioritize synchronous conversations over digital convenience. Whether you master the art of asking questions and listening. Those fundamentals never change. The technology evolves. The channels multiply. But the core truth remains: Talk to more people, in real time, with genuine curiosity about their problems, and you’ll make more money than you ever thought possible. That’s how you achieve sales success. That’s how you go from yearbook ads to seven figures. That’s how you make it rain. Want to master the fundamentals of prospecting and build your own rocket ship career? Join us at Sales Gravy LIVE: Fanatical Prospecting Bootcamp in Atlanta, Georgia on March 10-11th. Two days of intensive training where you’ll learn the exact systems and processes that turn ordinary sellers into top performers.
Here's a question that'll change how you think about this profession forever: What's the one moment that reveals you're built for sales success? For most people, that moment never comes. They stumble into sales, struggle with the stereotypes, and either quit or spend their entire career fighting against what they think selling is supposed to be. But for those of us who get it, there's a moment of clarity so powerful it changes everything. Mine happened in high school when I was chasing a girl and ended up on the yearbook staff. Thirty days later, I handed over $3,800 in checks while everyone else struggled to hit their $300 quota. The Sales Crack Moment When Mr. Hall at Hall's Hardware Store wrote me that first check for a yearbook ad after I had done little more than ask outright for the money, something clicked. This wasn't complicated. Walk in, shake hands, present value, and people give you money. While my classmates were paralyzed by the same stereotypes you hear today ("I'm not a salesperson"), I was out there having conversations. That's all prospecting really is. Talking to people. The gasp in that room when I revealed my numbers? That was better than the money. That was the competitive fire igniting. That was me realizing I could outwork, outsell, and out-earn anyone if I just committed to the process. https://www.youtube.com/watch?v=J7dOBVvYHCs The Discipline Problem Most Sellers Miss Here's what nobody tells you about sales success: It's not about talent. It's not about charisma. It's about the ruthless execution of proven processes. By the time I was 21 or 22, I was making $300,000 in the early nineties. That's equivalent to making close to a million today. Not because I was special, but because I understood something fundamental that most people never figure out: The more people you talk with, the more you sell. And here's the beautiful part. There are lots of people to go talk with. The pipeline never runs dry if you're willing to fill it. The Three Non-Negotiables for Modern Sellers The future of selling is blending. Not choosing between video and phone and in-person. Blending all of them based on one critical question: What communication channel gives me the highest probability of capturing my desired outcome at the lowest cost of time, energy, and money? When I started selling, we had two channels. Maybe three if you count snail mail. Phone and in-person. That's it. Today? You've got a dozen ways to connect. WhatsApp lets you text, call, and video chat almost instantly. The options are endless. But here's where Gen Z sellers (and honestly, every generation) screw this up: They get single-siloed. "I'm only good at email.""I only do video calls.""I hate the phone." That mindset is killing your income potential. You need to be good at everything. Master every channel. Because the channel doesn't matter. The outcome does. Synchronous Beats Asynchronous Every Single Time Here's the second non-negotiable to sales success: Stop hiding behind asynchronous communication. We do deals in a synchronous world. Real-time conversations. Phone calls. Video meetings. Face-to-face interactions. If you think you can close business through email threads and text messages, you're delusional. Why? Because robots can write better emails than you can. AI can craft more persuasive text messages. But sales is the ultimate human career in the age of AI precisely because of the human connection required in synchronous conversations. Lead with phone calls. Get face-to-face when the deal size justifies it. Use video when it makes sense. But always, always prioritize real-time conversations over digital hide-and-seek. Ask Questions and Actually Listen The third non-negotiable is mastering the art of asking great questions and listening to the answers. People make five decisions before they buy from you: Do I like you? Do you listen to me? Do you make me feel important? Do you get me and my problems? Do I trust and believe you? Notice what's not on that list? Your product features. Your company's awards. Your clever sales pitch. They're evaluating you. Your ability to connect. Your capacity to understand. Your commitment to making them feel important. And the only way to get five affirmative answers to those questions is through synchronous conversations where you ask intelligent questions and actually listen to what they're telling you. The Make It Rain Principle When Mr. Rouse made me editor of the yearbook after I brought in $3,800, I learned something that shaped my entire career: When you can make it rain, you can get anything you want. That principle holds true whether you're selling yearbook ads in high school or enterprise software to Fortune 500 companies. Revenue solves problems. Performance opens doors. Results create opportunities. Most people in sales stumble into it. They took the job because it was available. They stick with it because the money's decent. But they never commit to mastering the craft. The question isn't whether sales chooses you. The question is whether you choose sales. Whether you commit to being good at every communication channel. Whether you prioritize synchronous conversations over digital convenience. Whether you master the art of asking questions and listening. Those fundamentals never change. The technology evolves. The channels multiply. But the core truth remains: Talk to more people, in real time, with genuine curiosity about their problems, and you'll make more money than you ever thought possible. That's how you achieve sales success. That's how you go from yearbook ads to seven figures. That's how you make it rain. Want to master the fundamentals of prospecting and build your own rocket ship career? Join us at Sales Gravy LIVE: Fanatical Prospecting Bootcamp. Two days of intensive training where you'll learn the exact systems and processes that turn ordinary sellers into top performers.
It's mid-January. Be honest... how are the resolutions going? Here's a better idea: forget the 5 AM wake-ups and juice cleanses. Instead, invest in something that actually compounds...Knowledge. These 10 books will transform how you manage accounts, navigate tough conversations, and think strategically in 2026. From mastering the art of influence to speaking the language of CFOs, this is your account-ability reading list (yes, we went there). The difference between you and AI? AI reads for information. You read for transformation.HIGHLIGHTS(0:57) Why Reading Matters for KAMs. The role is constantly evolving—clients are more sophisticated, buying committees are larger, and expectations are sky-high. Books give you the mental models you can apply immediately.(2:26) Communication Powerhouses. The foundation of everything we do: managing information, securing resources, convincing people, and navigating chaos.(2:50) 1. Look: Leading Yourself by Elizabeth Lautado. Focus on what you can control—your mindset, reactions, and priorities. If you can't lead yourself, you can't lead your accounts.(4:04) 2. Exactly What to Say by Phil M. Jones. Twenty-three simple phrases for closing deals and getting information. A toolkit of effective language for those moments when you're caught off guard.(5:20) 3. Supercommunicators by Charles Duhigg. Adapt to different conversations—from procurement to CFOs to internal teams. Recognize what type of conversation you're in and match it.(7:04) Strategic Thinking Trio. Communication gets you in the door, but these books help you think differently once you're there.(7:04) 4. Think Again by Adam Grant. Challenge your biases and question assumptions. Being able to unlearn and relearn is your superpower.(8:19) 5. Objections by Jeb Blount. Handle commercial "nos" without feeling pushy. Turn resistance into dialogue and get momentum.(10:30) 6. Smart, Not Loud by Jessica Chen. Don't do invisible work. Learn strategic visibility—communicating your value internally is just as important as delivering it externally.(12:27) Business Acumen Builders. Numbers are how decisions get made. Learn to talk the language of decision-makers.(12:27) 7. Financial Intelligence by Karen Berman. Understand the three financial statements every KAM should know and frame conversations around financial outcomes.(13:45) 8. Unsticking Deals by James Muir. Stop pushing deals out quarter after quarter. Learn why deals stall and get a diagnostic approach to reignite them.(15:37) Relationship Lifecycle Picks. Win the business and keep it.(15:37) 9. Selling With by Nate Nasrallah. Leverage your relationships with champions to grow accounts. Move from reactive to proactive account growth.(17:21) 10. Onboarding Matters by Donna Weber. The first few months are where customers decide if promises were kept. Protect your future self from inheriting problems.(19:00) Making It Actionable. Pick your weakest area first, aim for one book per month, and read with action in mind.NEXT STEPSPick one book by the end of this week and commit to itAim for one book per month with a two-month buffer for lifeAfter each chapter, identify one thing you can apply that week and do itBuild the reading habit—find your time and protect itRESOURCESFull book list: https://amzn.to/3L3II5TPodcast Show Notes: https://podcast.thekamclub.com/The KAM Club Business Briefs: Short courses at https://www.thekamclub.comWANT MORE STRATEGIES LIKE THIS?Join The KAM Club—a global community for key account managers packed with training, templates, coaching, and expert playbooks to help you grow accounts with confidence.
This Money Monday Sales Gravy podcast episode is special because it kicks off our 20th season! It's hard to believe that we've been producing the Sales Gravy continuously for 20 years. Over the last 20 years, thanks to you—our incredible audience—we've consistently ranked as the #1 most listened to sales podcast in markets all over the world. I remember my first podcast episode all those years ago, produced with a microphone I bought at Guitar Center and recorded under a blanket for sound suppression. Today, we produce our podcast in professional studios at Sales Gravy and have a full production team on staff to ensure we are giving you the highest quality sound possible. What hasn't changed is my unwavering focus on making the complex simple by cutting through the noise, eliminating the fluff, and giving you the basics and fundamentals that actually work in the real world. We've got a ton of new episodes and bonus content coming your way, so be sure to subscribe on your favorite podcast app and listen every week. Sales Professionals Must Have Goals to be Successful Your personal goals are the aspirations that drive you, inspire you, and push you through the tough days. These goals are essential to helping you maintain sales discipline throughout your sales year. When developing personal goals, I break them down into three buckets: To-Have Goals These are the things you want to acquire or buy. Whether it's a house, a new car, or building up your savings, to-have goals are about acquiring something that enhances your life. To-Be Goals These are about evolving into the person you want to become. Maybe you want to be a sales manager, or if you're a manager, you want to be a director or VP of sales. You might want to go back to school for a degree or an MBA. Or you want to be a better spouse, a better leader, or a better peer. Maybe you want to be a President's club winner or be recognized as an expert in your industry—whatever it is, to-be goals help you level up as a person and a professional. To-Do Goals These are experience goals. Think about experiences that create lifelong memories—maybe you want to travel somewhere special or take on a meaningful project or hobby you've always dreamed about. Four Reasons Why Goals Matter in Sales Number one, goals massively increase the likelihood that you'll actually achieve the things you want. Speaking your goal out loud, writing it down, and being intentional about it has a powerful psychological effect. Number two, goals make life meaningful. It's unbelievably fulfilling to look back and see what you accomplished—how far you've come over the course of a year, five years, or a decade. Number three, we work in a tough, competitive profession, and it's just plain satisfying to put your commission checks, bonuses, and hard-won earnings toward something that improves your life or the lives of the people you love. But the biggest reason to set goals—especially in sales—is that the sales profession is hard work and it can be brutal. It's loaded with rejection. At every turn, we face potential “nos,” whether it's prospecting calls, asking for next steps, pushing to level up to a decision-maker, or closing the deal. We even face internal rejection when we try to sell a complex deal internally to our own company or get approval for special pricing. Rejection is everywhere, and the fear of rejection—or avoiding it—is the number one reason salespeople fail to perform. Add to that the grind: making call after call, stuffing data into the CRM, pushing through proposals, handling endless follow-ups, and selling becomes tedious, hard, rejection-dense work. For this reason, it requires discipline to stay on track and keep grinding day after day and month after month over the course of the sales year. But here's the rub: discipline can wane, especially if we're not hyper-focused on a bigger prize. Goals Give You the Discipline to Do the Hard Things I want you to pay attention to this next part because understanding the real definition of discipline is critical. Discipline is sacrificing what you want now for what you want most. Human nature wants easy. We'd rather that customers call us than have to chase them. We'd rather deals close themselves than invest hours into multi-step follow-ups. We don't want to face that “no.” But success in sales is paid for in advance, with facing rejection and hard work. Therefore, if you don't have a clear, compelling reason—something you want most—it's easy to cave in and take the easy route instead of doing what really needs to be done. This is the reason why having a strong set of personal goals is crucial for sales professionals. You need that powerful “why” to keep grinding when the going gets tough. When the pipeline's not as full as you'd like or you're hitting roadblocks, you need something more important than convenience to drag you back into the fight. A Tactical System for Setting Winning Goals Let's jump into the tactics for actually doing this. If you've gone through any kind of SMART goal-setting course, some of this may sound familiar. But these basics are timeless and indispensable. To set effective goals, you need to ask and answer five basic questions: What Do You Want? Sounds simple, but for a lot of us, it's not. We're so busy scrolling through social media, bingeing on TikTok, or juggling daily distractions that we never pause to ask, “What do I really want from my life?” So step one is to get specific. Define it. When Do You Want It? Because we're talking about next year's personal goals, let's keep them within a 12-month horizon. But any truly effective goal requires a deadline or target date—otherwise, it's just a pipe dream. When you have a hard date, it creates urgency and focus. Is It Attainable? Be honest with yourself. If all your goals are ridiculously ambitious, you'll burn out or give up once it's clear you're not making meaningful progress. Stretch goals are great—big, hairy, audacious goals will push you—but balance those with goals you can realistically achieve. How Bad Do You Want It? This is the ultimate question. If your goal doesn't fire you up, if it's not something you'd move mountains to achieve, you won't push through the tough days. Remember, discipline means sacrificing what you want now for what you want most. If the desire isn't there, the sacrifices won't be made. How Are You Going to Get There? These are your steps to success—your system, your process, your roadmap. As James Clear says in Atomic Habits, you don't rise to the level of your goals; you fall to the level of your systems. The idea is simple: if you have a crystal-clear process for what you need to do daily, weekly, and monthly, you'll keep moving toward the goal—even when life gets hectic. This is where your personal business plan and your personal goals intersect. For instance, if your to-do or to-have goal requires additional income—maybe you need a bigger commission check to afford that new pool or a bucket-list vacation—then you have to hit your sales targets. This means building a discipline system that ensures you're prospecting enough, qualifying enough opportunities, following up diligently, and negotiating effectively. Without a system and personal business plan, you are more likely to get random results. Stop Now and Build Your Goal Sheet Sit in silence. Turn off the noise, get away from distractions, and grab a notebook and pen. Write down what you want, when you want it, if it's attainable, how badly you want it, and how you plan to get there. Sketch it all out—just let the ideas flow. Once you've got it all down, build a formal goal sheet. Yes, I'm talking about physically writing it out. There's tremendous power in seeing your goals in black and white, or printing them out and pinning them above your desk. Countless studies show that written goals are far more likely to be realized than goals that just bounce around in your head. This goal sheet is your personal roadmap—put it into your personal business plan so everything stays in one place. Learn how to set winning goals and build your personal Goal Sheet in Jeb Blount's comprehensive course: The Essentials of Setting Winning Goals
This Money Monday Sales Gravy podcast episode is special because it kicks off our 20th season! It's hard to believe that we've been producing the Sales Gravy continuously for 20 years. Over the last 20 years, thanks to you—our incredible audience—we've consistently ranked as the #1 most listened to sales podcast in markets all over the world. I remember my first podcast episode all those years ago, produced with a microphone I bought at Guitar Center and recorded under a blanket for sound suppression. Today, we produce our podcast in professional studios at Sales Gravy and have a full production team on staff to ensure we are giving you the highest quality sound possible. What hasn't changed is my unwavering focus on making the complex simple by cutting through the noise, eliminating the fluff, and giving you the basics and fundamentals that actually work in the real world. We've got a ton of new episodes and bonus content coming your way, so be sure to subscribe on your favorite podcast app and listen every week. Sales Professionals Must Have Goals to be Successful Your personal goals are the aspirations that drive you, inspire you, and push you through the tough days. These goals are essential to helping you maintain sales discipline throughout your sales year. When developing personal goals, I break them down into three buckets: To-Have Goals These are the things you want to acquire or buy. Whether it's a house, a new car, or building up your savings, to-have goals are about acquiring something that enhances your life. To-Be Goals These are about evolving into the person you want to become. Maybe you want to be a sales manager, or if you're a manager, you want to be a director or VP of sales. You might want to go back to school for a degree or an MBA. Or you want to be a better spouse, a better leader, or a better peer. Maybe you want to be a President's club winner or be recognized as an expert in your industry—whatever it is, to-be goals help you level up as a person and a professional. To-Do Goals These are experience goals. Think about experiences that create lifelong memories—maybe you want to travel somewhere special or take on a meaningful project or hobby you've always dreamed about. Four Reasons Why Goals Matter in Sales Number one, goals massively increase the likelihood that you'll actually achieve the things you want. Speaking your goal out loud, writing it down, and being intentional about it has a powerful psychological effect. Number two, goals make life meaningful. It's unbelievably fulfilling to look back and see what you accomplished—how far you've come over the course of a year, five years, or a decade. Number three, we work in a tough, competitive profession, and it's just plain satisfying to put your commission checks, bonuses, and hard-won earnings toward something that improves your life or the lives of the people you love. But the biggest reason to set goals—especially in sales—is that the sales profession is hard work and it can be brutal. It's loaded with rejection. At every turn, we face potential “nos,” whether it's prospecting calls, asking for next steps, pushing to level up to a decision-maker, or closing the deal. We even face internal rejection when we try to sell a complex deal internally to our own company or get approval for special pricing. Rejection is everywhere, and the fear of rejection—or avoiding it—is the number one reason salespeople fail to perform. Add to that the grind: making call after call, stuffing data into the CRM, pushing through proposals, handling endless follow-ups, and selling becomes tedious, hard, rejection-dense work. For this reason, it requires discipline to stay on track and keep grinding day after day and month after month over the course of the sales year. But here's the rub: discipline can wane, especially if we're not hyper-focused on a bigger prize. Goals Give You the Discipline to Do the Hard Things I want you to pay attention to this next part because understanding the real definition of discipline is critical. Discipline is sacrificing what you want now for what you want most. Human nature wants easy. We'd rather that customers call us than have to chase them. We'd rather deals close themselves than invest hours into multi-step follow-ups. We don't want to face that “no.” But success in sales is paid for in advance, with facing rejection and hard work. Therefore, if you don't have a clear, compelling reason—something you want most—it's easy to cave in and take the easy route instead of doing what really needs to be done. This is the reason why having a strong set of personal goals is crucial for sales professionals. You need that powerful “why” to keep grinding when the going gets tough. When the pipeline's not as full as you'd like or you're hitting roadblocks, you need something more important than convenience to drag you back into the fight. A Tactical System for Setting Winning Goals Let's jump into the tactics for actually doing this. If you've gone through any kind of SMART goal-setting course, some of this may sound familiar. But these basics are timeless and indispensable. To set effective goals, you need to ask and answer five basic questions: What Do You Want? Sounds simple, but for a lot of us, it's not. We're so busy scrolling through social media, bingeing on TikTok, or juggling daily distractions that we never pause to ask, “What do I really want from my life?” So step one is to get specific. Define it. When Do You Want It? Because we're talking about next year's personal goals, let's keep them within a 12-month horizon. But any truly effective goal requires a deadline or target date—otherwise, it's just a pipe dream. When you have a hard date, it creates urgency and focus. Is It Attainable? Be honest with yourself. If all your goals are ridiculously ambitious, you'll burn out or give up once it's clear you're not making meaningful progress. Stretch goals are great—big, hairy, audacious goals will push you—but balance those with goals you can realistically achieve. How Bad Do You Want It? This is the ultimate question. If your goal doesn't fire you up, if it's not something you'd move mountains to achieve, you won't push through the tough days. Remember, discipline means sacrificing what you want now for what you want most. If the desire isn't there, the sacrifices won't be made. How Are You Going to Get There? These are your steps to success—your system, your process, your roadmap. As James Clear says in Atomic Habits, you don't rise to the level of your goals; you fall to the level of your systems. The idea is simple: if you have a crystal-clear process for what you need to do daily, weekly, and monthly, you'll keep moving toward the goal—even when life gets hectic. This is where your personal business plan and your personal goals intersect. For instance, if your to-do or to-have goal requires additional income—maybe you need a bigger commission check to afford that new pool or a bucket-list vacation—then you have to hit your sales targets. This means building a discipline system that ensures you're prospecting enough, qualifying enough opportunities, following up diligently, and negotiating effectively. Without a system and personal business plan, you are more likely to get random results. Stop Now and Build Your Goal Sheet Sit in silence. Turn off the noise, get away from distractions, and grab a notebook and pen. Write down what you want, when you want it, if it's attainable, how bad you want it, and how you plan to get there. Sketch it all out—just let the ideas flow. Once you've got it all down, build a formal goal sheet. Yes, I'm talking about physically writing it out. There's tremendous power in seeing your goals in black and white, or printing them out and pinning them above your desk. Countless studies show that written goals are far more likely to be realized than goals that just bounce around in your head. This goal sheet is your personal roadmap—put it into your personal business plan so everything stays in one place. Learn how to set winning goals and build your personal Goal Sheet in Jeb Blount's comprehensive course: The Essentials of Setting Winning Goals
How Do Top Performers Stay Motivated When Sales Gets Hard? You know the feeling when you close a big deal. The rush. The quiet satisfaction of updating your pipeline. Maybe a quick high-five with your manager. And then, almost immediately, it fades. You're back to cold calls that go unanswered, emails that disappear into inboxes, and prospects who promised they were interested suddenly going silent. In sales, rejection isn't a side effect of the job. It is the job. That reality is exactly why most people don't last in sales. And it's why the people who do last tend to get paid very well. Over the past quarter, we talked with some of the most consistent sales leaders in the business. Here are four moments from the Sales Gravy Podcast that reveal how top performers stay motivated and close more deals, even when the work feels heavy. Find Your Carrot and Make It Specific Will Frattini, VP of Sales at ZoomInfo, keeps a small Christmas ornament on his desk. His daughter gave it to him when she was five. That ornament is his carrot. During a recent podcast conversation, Will explained that when sales gets hard, that ornament reminds him exactly why he keeps pushing. Not in an abstract or inspirational-poster way, but in a deeply personal one. It represents his family, his responsibility, and the future he's building for them. That distinction matters. Many salespeople say they're motivated by family, freedom, or financial security. Those values are real, but on their own, they're often too broad to sustain sales motivation during a brutal stretch of rejection. When you're fifty dials deep with no connects and another demo just canceled, vague motivation doesn't hold up. Will doesn't just think “my family.” He sees a moment, a memory, and a tangible reminder of what's at stake. That specificity gives his motivation weight. Top performers anchor their sales motivation to something concrete and emotionally charged. A down payment they want to make by a certain date. A trip they want to take without checking their bank account. A milestone that matters beyond quota. The more specific the carrot, the more powerful it becomes when sales gets hard. How to define yours: Write down one specific outcome you want to achieve in the next six months. Not “hit quota,” but the real-world result that quota enables. A number. A purchase. An experience. Put it somewhere you'll see it every day. Work With Customers Who Actually Value You One of the fastest ways to drain sales motivation is closing deals with customers who make you miserable. On an episode of Ask Jeb, Jeb broke down how companies grow faster by focusing on the right customers, not just more customers. When you're behind on quota late in the year, it's tempting to take anything that looks like revenue. Any company that shows interest. Any prospect willing to meet. You convince yourself that a deal is a deal. Then January arrives. That customer floods your team with support tickets, questions every invoice, demands exceptions, and slowly erodes the satisfaction of the win you celebrated just weeks earlier. Consistent performers learn to protect their energy. They get ruthless about fit. Not just company size or industry, but values. They ask questions like, “What do you value most in a partner?” and they listen carefully to the answer. Some buyers want constant responsiveness. Others value expert perspective and challenge. Some want efficiency and minimal interaction. None of those preferences are wrong. But only one aligns with how you actually sell. When sales gets hard, motivation comes easier when you're pursuing customers who respect your approach instead of fighting it. How to clarify your ideal customer: Look at your three favorite customers. The ones your entire team enjoys working with. What do they share beyond surface-level traits? How did they behave during the buying process? Those patterns matter more than any firmographic filter. Slow Down Before You Create Your Own Problems When pressure builds, speed starts to feel productive. You rush contracts. You promise timelines without checking internally. You say yes to custom requirements because slowing down feels risky. On an episode of the Sales Gravy Podcast, Jeb Blount, Jr. shared one of the most painful stories we heard this year. A $1.4 million deal with a pediatrics practice unraveled after someone rushed the process and placed the client into an early adopter program without a test environment. The result was catastrophic. The client's live system crashed, HIPAA was violated, and the company lost not only the deal but $600,000 in annual recurring revenue. Top performers understand something most reps learn the hard way: smooth is fast. They build guardrails around high-risk moments. Before sending a contract, they align internally. Before committing to timelines, they check with the people who actually do the work. Slowing down at the right moments builds trust. It prevents chaos. And it preserves sales motivation by keeping you from spending the next quarter cleaning up mistakes made under pressure. How to build a slowdown system: Identify the three points in your sales process where you tend to rush. Proposals, negotiations, technical commitments. Create a short checklist for each and make it mandatory. Use AI to Think Faster, Not to Stop Thinking Sales demands constant context switching. Pipeline reviews. Prospect research. Discovery prep. Follow-up. Objection handling. The mental load adds up quickly. Victor Antonio recently shared an example of a window company using vision AI to diagnose broken window seals from photos. Instead of sending a technician, customers submit an image. The system verifies the issue, checks inventory, confirms warranty status, and schedules service automatically. AI hasn't changed what strong salespeople do. It's changed how quickly they get to the work that actually matters. Top performers use AI to handle tasks that drain energy but don't require judgment. Research summaries. Organizing notes. Drafting frameworks. That speed preserves mental bandwidth for conversations, strategy, and relationship building. Used correctly, AI supports sales motivation by reducing friction, not replacing effort. How to use AI without dulling your edge: List the tasks you repeat weekly that consume time but not insight. Let AI handle those. Keep anything involving trust, nuance, or decision-making firmly in your hands. Why This Matters for Sales Motivation Sales has always been hard. Cold calling was hard decades ago, and it's still hard today. You still have to find people, start conversations, build trust, and ask for commitments. What separates average reps from consistent performers isn't resilience alone. It's structure. Top performers know exactly what they're chasing and why it matters. They protect themselves from bad-fit customers. They slow down when it counts. And they use tools strategically to preserve energy for selling. They still get rejected. They still lose deals. They still have months where nothing goes right. But they don't drift. They don't panic. And they don't quit when the work gets uncomfortable. That discipline is what sustains sales motivation long after the initial excitement wears off. If you want a clearer target to aim at when sales gets hard, download the FREE Sales Gravy Goal Guide. It will help you define the goals that actually keep you focused, disciplined, and motivated—especially when rejection starts piling up.
How Do Top Performers Stay Motivated When Sales Gets Hard? You know the feeling when you close a big deal.The rush. The quiet satisfaction of updating your pipeline. Maybe a quick high-five with your manager. And then, almost immediately, it fades. You're back to cold calls that go unanswered, emails that disappear into inboxes, and prospects who promised they were interested suddenly going silent. In sales, rejection isn't a side effect of the job. It is the job. That reality is exactly why most people don't last in sales. And it's why the people who do last tend to get paid very well. Over the past quarter, we talked with some of the most consistent sales leaders in the business. Here are four moments from the Sales Gravy Podcast that reveal how top performers stay motivated and close more deals, even when the work feels heavy. Find Your Carrot and Make It Specific Will Frattini, VP of Sales at ZoomInfo, keeps a small Christmas ornament on his desk. His daughter gave it to him when she was five. That ornament is his carrot. During a recent podcast conversation, Will explained that when sales gets hard, that ornament reminds him exactly why he keeps pushing. Not in an abstract or inspirational-poster way, but in a deeply personal one. It represents his family, his responsibility, and the future he's building for them. That distinction matters. Many salespeople say they're motivated by family, freedom, or financial security. Those values are real, but on their own, they're often too broad to sustain sales motivation during a brutal stretch of rejection. When you're fifty dials deep with no connects and another demo just canceled, vague motivation doesn't hold up. Will doesn't just think “my family.” He sees a moment, a memory, and a tangible reminder of what's at stake. That specificity gives his motivation weight. Top performers anchor their sales motivation to something concrete and emotionally charged. A down payment they want to make by a certain date. A trip they want to take without checking their bank account. A milestone that matters beyond quota. The more specific the carrot, the more powerful it becomes when sales gets hard. How to define yours: Write down one specific outcome you want to achieve in the next six months. Not “hit quota,” but the real-world result that quota enables. A number. A purchase. An experience. Put it somewhere you'll see it every day. Work With Customers Who Actually Value You One of the fastest ways to drain sales motivation is closing deals with customers who make you miserable. On an episode of Ask Jeb, Jeb broke down how companies grow faster by focusing on the right customers, not just more customers. When you're behind on quota late in the year, it's tempting to take anything that looks like revenue. Any company that shows interest. Any prospect willing to meet. You convince yourself that a deal is a deal. Then January arrives. That customer floods your team with support tickets, questions every invoice, demands exceptions, and slowly erodes the satisfaction of the win you celebrated just weeks earlier. Consistent performers learn to protect their energy. They get ruthless about fit. Not just company size or industry, but values. They ask questions like, “What do you value most in a partner?” and they listen carefully to the answer. Some buyers want constant responsiveness. Others value expert perspective and challenge. Some want efficiency and minimal interaction. None of those preferences are wrong. But only one aligns with how you actually sell. When sales gets hard, motivation comes easier when you're pursuing customers who respect your approach instead of fighting it. How to clarify your ideal customer: Look at your three favorite customers. The ones your entire team enjoys working with. What do they share beyond surface-level traits? How did they behave during the buying process? Those patterns matter more than any firmographic filter. Slow Down Before You Create Your Own Problems When pressure builds, speed starts to feel productive. You rush contracts. You promise timelines without checking internally. You say yes to custom requirements because slowing down feels risky. On an episode of the Sales Gravy Podcast, Jeb Blount, Jr. shared one of the most painful stories we heard this year. A $1.4 million deal with a pediatrics practice unraveled after someone rushed the process and placed the client into an early adopter program without a test environment. The result was catastrophic. The client's live system crashed, HIPAA was violated, and the company lost not only the deal but $600,000 in annual recurring revenue. Top performers understand something most reps learn the hard way: smooth is fast. They build guardrails around high-risk moments. Before sending a contract, they align internally. Before committing to timelines, they check with the people who actually do the work. Slowing down at the right moments builds trust. It prevents chaos. And it preserves sales motivation by keeping you from spending the next quarter cleaning up mistakes made under pressure. How to build a slowdown system: Identify the three points in your sales process where you tend to rush. Proposals, negotiations, technical commitments. Create a short checklist for each and make it mandatory. Use AI to Think Faster, Not to Stop Thinking Sales demands constant context switching. Pipeline reviews. Prospect research. Discovery prep. Follow-up. Objection handling. The mental load adds up quickly. Victor Antonio recently shared an example of a window company using vision AI to diagnose broken window seals from photos. Instead of sending a technician, customers submit an image. The system verifies the issue, checks inventory, confirms warranty status, and schedules service automatically. AI hasn't changed what strong salespeople do. It's changed how quickly they get to the work that actually matters. Top performers use AI to handle tasks that drain energy but don't require judgment. Research summaries. Organizing notes. Drafting frameworks. That speed preserves mental bandwidth for conversations, strategy, and relationship building. Used correctly, AI supports sales motivation by reducing friction, not replacing effort. How to use AI without dulling your edge: List the tasks you repeat weekly that consume time but not insight. Let AI handle those. Keep anything involving trust, nuance, or decision-making firmly in your hands. Why This Matters for Sales Motivation Sales has always been hard. Cold calling was hard decades ago, and it's still hard today. You still have to find people, start conversations, build trust, and ask for commitments. What separates average reps from consistent performers isn't resilience alone. It's structure. Top performers know exactly what they're chasing and why it matters. They protect themselves from bad-fit customers. They slow down when it counts. And they use tools strategically to preserve energy for selling. They still get rejected. They still lose deals. They still have months where nothing goes right. But they don't drift. They don't panic. And they don't quit when the work gets uncomfortable. That discipline is what sustains sales motivation long after the initial excitement wears off. If you want a clearer target to aim at when sales gets hard, download the FREE Sales Gravy Goal Guide. It will help you define the goals that actually keep you focused, disciplined, and motivated—especially when rejection starts piling up.
Here's a problem that'll make your head spin: What do you do when you can sell way more than your company can produce? That's the question posed by Dylan Noah from Toronto. Dylan sells craft cider to bars and restaurants across his territory. He's the only salesperson for a small producer, working with limited tools (no proper CRM), and here's the kicker: he could sell a million dollars' worth of product, but production isn't enough to meet that demand. If you're shaking your head thinking this is a champagne problem, you're half right. But for Dylan trying to hit his income goals through commissions, it's a real constraint that's costing him money every single day. The CRM Obsession Is a Distraction Let's tackle the first issue head on. Dylan is worried he doesn't have the right CRM tools to manage his accounts and hit his numbers. Here's the brutal truth: at one point in time, salespeople sold a lot of cider, beer, wine, liquor, and all kinds of other stuff without any CRM at all. They used index cards in a box. They had lists on paper. And they crushed it. You're a small business with one salesperson working with 3,000 to 7,000 potential accounts in your territory. The last thing you should worry about right now is a $40,000 CRM system. Could you use automation for email sequences and promotions? Absolutely. Should you eventually invest in something like HubSpot or Pipedrive? Yes. But right now, what you need is a simple system to identify your best accounts and focus your time there. You're not going to hit $1 million across 3,000 accounts. You're going to hit it across 500 accounts that are the biggest restaurants and bars, where they like you, their customers like cider, and where you can create events and experiences that spike sales. Use a spreadsheet. Use index cards. Use whatever basic tool you've got right now. Create a 30-60-90 day system where you know who you're calling on in the next 30 days, the next 60 days, and the next 90 days. Build a list of your top 250 accounts that buy the most from you. That's where you live. Stop obsessing over tools you don't have and start maximizing the opportunity in front of you. Scarcity Is Your Secret Weapon This brings us to the real issue: production capacity. Dylan can sell it, but his company can't make enough of it. The bourbon distillers in America are dealing with this exact problem right now. They ramped up production years ago based on projected demand, and now they're sitting on excess inventory that's aging out. It's a delicate balance, and if you make too much, it goes bad and you lose everything. Here's what most salespeople don't understand about scarcity: it's actually a competitive advantage if you manage it right. When you have limited product, you're always going to be in an ebb and flow situation. Sometimes you'll have an abundance of one product type. Sometimes you'll have high demand products in short supply. The key is building a system that lets you move fast when opportunity strikes. This is where building buying profiles for every single customer becomes essential. You need to know which accounts buy which types of products, what their purchase patterns look like, and what their potential is (high, medium, or low). Think about it like your account coverage pyramid. When you have product available, you start at the top with your highest value accounts and work your way down. You're not treating all 150 accounts the same. You're prioritizing based on potential. When you have an abundance of one product type, you go directly to the customers who buy that product and say, "Hey, I've got product right now. Do you want to buy?" You can run specials. You can offer incentives (within legal limits). You move it fast. When your high demand products come in, you call your best accounts first and say, "I've got ten cases of this. I'm calling you first. How many do you want?" Then you go down your list. Most of the time, you'll sell out before you even leave your office. But if you've got 150 accounts and you're treating them all the same, it gets overwhelming fast. Segment them. Prioritize them. Work them strategically. Making Your Number When You Can't Control Supply The income issue is where this gets really interesting. Dylan wants to double his sales and earn more commissions, but he can't because the company keeps running out of product. Here's my take: if you're supposed to sell $1.5 million but your company only produces $750,000 worth of product that you could sell, they should pay you for the $1.5 million. Production was the reason you couldn't make your number, not your sales ability. Now, I know there are people in operations reading this who are going to say I'm full of it. But from a sales standpoint, if you've sold out of everything available, you've done your job. The constraint isn't you, it's production capacity. That's a hard conversation to have with ownership, I get it. But here's how you make that case: sell out of the other stuff that people don't want as much. Figure out how to move all of it. Put yourself in a position where you own the moral high ground when it comes to sales performance. If you do that and they still can't or won't pay you for what you could have sold, then you've got a decision to make. But at least you'll have learned how to sell in a resource-constrained environment, how to build relationships, how to manage your territory, and how to work a manual system. Those are skills that transfer to any sales role, especially ones that give you all the bells and whistles and unlimited product to sell. The Power of Old School Discipline Let's go back to 1985 for a minute. In 1985, you would have had a Rolodex with tabs for H (high potential), M (medium potential), and L (low potential) accounts. When product came in, you'd open to H, pull out the cards, and start dialing. "I've got ten cases of your favorite cider. I'm calling you first. How many do you want?" If they don't want any, click. Next card. By the time you hit the tenth account, you're usually sold out. That's the power of segmentation combined with discipline. Systems beat moods. Sequence beats sporadic effort. Process creates momentum. You don't need fancy technology to do this. You need clear priorities, good segmentation, and the discipline to work your system consistently. The Bottom Line If you're in Dylan's situation with limited tools and limited product, here's your game plan: Stop worrying about what you don't have and focus on maximizing what you do have. Build a simple segmentation system using whatever tools are available. Create detailed buying profiles for all your accounts so you know exactly who to call when specific products become available. Work your account coverage pyramid from top to bottom, always prioritizing your highest value customers. Sell out of everything, even the less popular products, so you have leverage when talking to ownership about compensation. The reality is that most sales challenges aren't about having the perfect tools or unlimited resources. They're about having the discipline to work a proven system consistently, even when conditions aren't ideal. That's how you win in sales. That's how you hit your numbers. And that's how you build a foundation of skills that will serve you for your entire career, whether you stay in a resource constrained environment or move to a role where the sky's the limit. Ready to master the fundamentals of prospecting and account management? Check out Jeb Blount's latest book with Brynne Tillman, The LinkedIn Edge, and learn how to build systematic, relationship-driven sales processes that work in any environment.
Here's a problem that'll make your head spin: What do you do when you can sell way more than your company can produce? That's the question posed by Dylan Noah from Toronto. Dylan sells craft cider to bars and restaurants across his territory. He's the only salesperson for a small producer, working with limited tools (no proper CRM), and here's the kicker: he could sell a million dollars' worth of product, but production isn't enough to meet that demand. If you're shaking your head thinking this is a champagne problem, you're half right. But for Dylan, trying to hit his income goals through commissions, it's a real constraint that's costing him money every single day. The CRM Obsession Is a Distraction Let's tackle the first issue head-on. Dylan is worried he doesn't have the right CRM tools to manage his accounts and hit his numbers. Here's the brutal truth: at one point in time, salespeople sold a lot of cider, beer, wine, liquor, and all kinds of other stuff without any CRM at all. They used index cards in a box. They had lists on paper. And they crushed it. You're a small business with one salesperson working with 3,000 to 7,000 potential accounts in your territory. The last thing you should worry about right now is a $40,000 CRM system. Could you use automation for email sequences and promotions? Absolutely. Should you eventually invest in something like HubSpot or Pipedrive? Yes. But right now, what you need is a simple system to identify your best accounts and focus your time there. You're not going to hit $1 million across 3,000 accounts. You're going to hit it across 500 accounts that are the biggest restaurants and bars, where they like you, their customers like cider, and where you can create events and experiences that spike sales. Use a spreadsheet. Use index cards. Use whatever basic tool you've got right now. Create a 30-60-90 day system where you know who you're calling on in the next 30 days, the next 60 days, and the next 90 days. Build a list of your top 250 accounts that buy the most from you. That's where you live. Stop obsessing over tools you don't have and start maximizing the opportunity in front of you. Scarcity Is Your Secret Weapon This brings us to the real issue: production capacity. Dylan can sell it, but his company can't make enough of it. The bourbon distillers in America are dealing with this exact problem right now. They ramped up production years ago based on projected demand, and now they're sitting on excess inventory that's aging out. It's a delicate balance, and if you make too much, it goes bad and you lose everything. Here's what most salespeople don't understand about scarcity: it's actually a competitive advantage if you manage it right. When you have limited product, you're always going to be in an ebb and flow situation. Sometimes you'll have an abundance of one product type. Sometimes you'll have high-demand products in short supply. The key is building a system that lets you move fast when opportunity strikes. This is where building buying profiles for every single customer becomes essential. You need to know which accounts buy which types of products, what their purchase patterns look like, and what their potential is (high, medium, or low). Think about it like your account coverage pyramid. When you have product available, you start at the top with your highest value accounts and work your way down. You're not treating all 150 accounts the same. You're prioritizing based on potential. When you have an abundance of one product type, you go directly to the customers who buy that product and say, "Hey, I've got product right now. Do you want to buy?" You can run specials. You can offer incentives (within legal limits). You move it fast. When your high-demand products come in, you call your best accounts first and say, "I've got ten cases of this. I'm calling you first. How many do you want?" Then you go down your list. Most of the time, you'll sell out before you even leave your office. But if you've got 150 accounts and you're treating them all the same, it gets overwhelming fast. Segment them. Prioritize them. Work them strategically. Making Your Number When You Can't Control Supply The income issue is where this gets really interesting. Dylan wants to double his sales and earn more commissions, but he can't because the company keeps running out of product. Here's my take: if you're supposed to sell $1.5 million but your company only produces $750,000 worth of product that you could sell, they should pay you for the $1.5 million. Production was the reason you couldn't make your number, not your sales ability. Now, I know there are people in operations reading this who are going to say I'm full of it. But from a sales standpoint, if you've sold out of everything available, you've done your job. The constraint isn't you, it's production capacity. That's a hard conversation to have with ownership, I get it. But here's how you make that case: sell out of the other stuff that people don't want as much. Figure out how to move all of it. Put yourself in a position where you own the moral high ground when it comes to sales performance. If you do that and they still can't or won't pay you for what you could have sold, then you've got a decision to make. But at least you'll have learned how to sell in a resource-constrained environment, how to build relationships, how to manage your territory, and how to work a manual system. Those are skills that transfer to any sales role, especially ones that give you all the bells and whistles and unlimited product to sell. The Power of Old School Discipline Let's go back to 1985 for a minute. In 1985, you would have had a Rolodex with tabs for H (high potential), M (medium potential), and L (low potential) accounts. When product came in, you'd open to H, pull out the cards, and start dialing. "I've got ten cases of your favorite cider. I'm calling you first. How many do you want?" If they don't want any, click. Next card. By the time you hit the tenth account, you're usually sold out. That's the power of segmentation combined with discipline. Systems beat moods. Sequence beats sporadic effort. Process creates momentum. You don't need fancy technology to do this. You need clear priorities, good segmentation, and the discipline to work your system consistently. The Bottom Line If you're in Dylan's situation with limited tools and limited product, here's your game plan: Stop worrying about what you don't have and focus on maximizing what you do have. Build a simple segmentation system using whatever tools are available. Create detailed buying profiles for all your accounts so you know exactly who to call when specific products become available. Work your account coverage pyramid from top to bottom, always prioritizing your highest value customers. Sell out of everything, even the less popular products, so you have leverage when talking to ownership about compensation. The reality is that most sales challenges aren't about having the perfect tools or unlimited resources. They're about having the discipline to work a proven system consistently, even when conditions aren't ideal. That's how you win in sales. That's how you hit your numbers. And that's how you build a foundation of skills that will serve you for your entire career, whether you stay in a resource-constrained environment or move to a role where the sky's the limit. Ready to master the fundamentals of prospecting and account management? Check out Jeb Blount's latest book with Brynne Tillman, The LinkedIn Edge, and learn how to build systematic, relationship-driven sales processes that work in any environment.
While regret anchors you to past failures, reflection acts as a catalyst for future sales growth. This article and Sales Gravy Money Monday Podcast episode explores how to break the "if-only" loop and provides a step-by-step year-end debrief to help you extract lessons from your wins and losses, ensuring you start the new year with clarity and a proven system for success. Explore: How to get out of your regret loop The power of reflection How reflection creates awareness A system for achieving your sales goals 7 Steps to year-end sales reflection Ways to Look Back at Your Sales Year For me, the last two weeks of the year have always been the chance to pause, take a break from the grind of selling, and really think about what happened over the past year—the good, the bad, and the ugly. If you are anything like me and do the same, there are two ways to look back on your last twelve months. You can do so with regret or reflection. These two opposing lenses are vastly different in the way they affect your view of where you've been and where you are going. The Trouble With Regret Let's start by unpacking regret. Some of you are already feeling regret about goals you missed, deals you lost, opportunities that slipped through your fingers, or the people in your life you may have let down. Regret is that feeling you get when you look back on something you did (or didn't do) and wish you could change it. In many ways, regret is similar to worry, except it's focused on the past instead of the future. Worry is about what might happen; regret is about what already happened. That's a big distinction. Although you can turn worry into action and change the future, you cannot rewrite the past. No amount of regret changes history. All it does is create a feedback loop in your mind where you keep reliving your mistakes, misses, and failures over and over again. Why Sales Professionals Get Stuck in a Regret Loop I've observed so many people get stuck in this endless loop of regret. They keep lamenting, "If only I had . . ." "made that call.” “handled that prospect differently.” “taken that chance.” “been there or done that.” Those “if onlys” can paralyze you. They sap your energy, crush your confidence, and keep you from moving forward. On one hand, regret can push you to change—you don't want to feel that kind of pain again, so you work hard to avoid repeating the same mistakes. On the other hand, regret can become a debilitating emotion that drags you into an exhausting and useless mental loop of “would've, could've, should've.” But no matter how many times you complete that loop, it doesn't change the outcome. It becomes an emotional anchor that weighs you down as you start the new year. The Power of Reflection Reflection, on the other hand, is entirely different—and far more productive. When you reflect, you detach from your emotions with objectivity to look at your entire body of work from the past year. You're asking the questions, “What went well? What didn't go so well? What did I learn?” You consider the wins that made you proud and the moments you'd rather forget. You figure out why you won so you can repeat those winning behaviors. You extract value from the lessons of failure. Reflection isn't about punishing yourself for what went wrong. It's about gaining clarity on why it went wrong—and what you can do about it next time. How Reflection Creates Awareness Reflection also helps you find gratitude in unexpected places. Maybe there's a hidden lesson in overcoming an obstacle, or perhaps you gained a new perspective because a challenging person came into your life. It's important to realize that each decision you made over the past year shaped your present circumstances. But you are not defined by these circumstances, only by how you respond to them. Reflection creates awareness. Where there is awareness, there is the potential for change. Awareness is like the sun; anything it touches has a tendency to transform. The bottom line is that reflection is about learning, growing, and transforming. Regret is stagnation. Why Reflection Matters at Year-End The reason I'm talking about the impact of reflection as we close out this year is because, for most of us, the slate really does feel clean come January 1st. In the sales world, we get a brand-new quota and brand-new targets. There's an air of possibility as we think: “This year is going to be different. “This year, I'm going to crush my numbers.” “Hit my income targets.” “Make it to President's club.” “Get a promotion.” “Finally, close that dream account I've been chasing.” But if you don't take a moment to reflect on what worked and what didn't, you're likely to find yourself repeating the same missteps. Reflection is like an internal debrief—a chance to say, “Here's what happened, here's why, and here's how I'm going to fix it.” Why Clarity Arises From Reflection Let me give you a personal example. A the beginning of last year, I set a goal for my sales training company, Sales Gravy. This was a big, bold, visionary goal that would transform our organization and ultimately double our sales. I proudly and confidently told my team that it was going to happen. And then, in an embarrassing crash and burn, I failed miserably. Certainly, I could have stewed in regret, beating myself up and allowing my self-talk to run wild about how I fell short. But that would have been a waste of time and energy. Instead, I chose reflection. I asked myself, “What happened and why didn't I achieve this goal?” As I mulled over those questions, the answers came more clearly than I expected. One of the biggest insights I gained was that I'd set this big goal, but didn't establish a system or plan to make it happen. You see, a goal without a system is basically just a wish—as they say, “hope is not a strategy.” Build a System that Supports Your Goals If, for example, you set a goal to prospect a hundred potential customers per week, but you haven't built a disciplined daily routine, built targeted lists, set aside specific times for calls, and created accountability checkpoints, it's not going to stick. Life will get in the way. Sooner or later, your big, bold goal gets overshadowed by a million other tasks. Without a system for achieving the goal, you quickly succumb to discipline fatigue. This is exactly why reflection can be your best friend at year's end. It allows you to own your failures without letting them define you, and it helps you leverage your successes by pinpointing what you did right. Regret says: “You messed up. You'll never fix this. It's too late.” Reflection says: “You messed up. Now let's find out why, learn from it, and do better next time.” How to Conduct a Year-End Sales Reflection To turn past performance into future growth, follow this 7-step systematic reflection process: Seek Silence: Carve out 30 minutes in a quiet environment without digital distractions to ensure deep focus. Audit the Timeline: Mentally journey through the year, month-by-month, starting from January, to recall specific goals and market conditions. Celebrate Wins: Identify specific deals and relationships that succeeded. Recognize the personal milestones that boosted your confidence. Isolate Winning Behaviors: Determine the exact habits and mindsets that led to your successes so you can turn them into repeatable systems. Analyze Failures Objectively: Pinpoint the goals that stayed out of reach. Ask "Why?" to uncover the root cause of the miss without self-judgment. Build Systems, Not Just Goals: Replace "hope-based" strategies with disciplined routines, targeted lists, and accountability checkpoints. Practice Gratitude: Identify the "silver linings" and lessons learned from challenges to maintain an optimistic outlook for the new sales season. Here's the big takeaway: Regret is the enemy of progress; Reflection is the catalyst for growth. Get your New Year off to a winning start with Jeb Blount's popular on-demand course: The Essentials of Setting Winning Goals
While regret anchors you to past failures, reflection acts as a catalyst for future sales growth. This article and Sales Gravy Money Monday Podcast episode explores how to break the "if-only" loop and provides a step-by-step year-end debrief to help you extract lessons from your wins and losses, ensuring you start the new year with clarity and a proven system for success. Explore: How to get out of your regret loop The power of reflection How reflection creates awareness A system for achieving your sales goals 7 Steps to year-end sales reflection Ways to Look Back at Your Sales Year For me, the last two weeks of the year have always been the chance to pause, take a break from the grind of selling, and really think about what happened over the past year—the good, the bad, and the ugly. If you are anything like me and do the same, there are two ways to look back on your last twelve months. You can do so with regret or reflection. These two opposing lenses are vastly different in the way they affect your view of where you've been and where you are going. The Trouble With Regret Let's start by unpacking regret. Some of you are already feeling regret about goals you missed, deals you lost, opportunities that slipped through your fingers, or the people in your life you may have let down. Regret is that feeling you get when you look back on something you did (or didn't do) and wish you could change it. In many ways, regret is similar to worry, except it's focused on the past instead of the future. Worry is about what might happen; regret is about what already happened. That's a big distinction. Although you can turn worry into action and change the future, you cannot rewrite the past. No amount of regret changes history. All it does is create a feedback loop in your mind where you keep reliving your mistakes, misses, and failures over and over again. Why Sales Professionals Get Stuck in a Regret Loop I've observed so many people get stuck in this endless loop of regret. They keep lamenting, "If only I had . . ." "made that call.” “handled that prospect differently.” “taken that chance.” “been there or done that.” Those “if onlys” can paralyze you. They sap your energy, crush your confidence, and keep you from moving forward. On one hand, regret can push you to change—you don't want to feel that kind of pain again, so you work hard to avoid repeating the same mistakes. On the other hand, regret can become a debilitating emotion that drags you into an exhausting and useless mental loop of “would've, could've, should've.” But no matter how many times you complete that loop, it doesn't change the outcome. It becomes an emotional anchor that weighs you down as you start the new year. The Power of Reflection Reflection, on the other hand, is entirely different—and far more productive. When you reflect, you detach from your emotions with objectivity to look at your entire body of work from the past year. You're asking the questions, “What went well? What didn't go so well? What did I learn?” You consider the wins that made you proud and the moments you'd rather forget. You figure out why you won so you can repeat those winning behaviors. You extract value from the lessons of failure. Reflection isn't about punishing yourself for what went wrong. It's about gaining clarity on why it went wrong—and what you can do about it next time. How Reflection Creates Awareness Reflection also helps you find gratitude in unexpected places. Maybe there's a hidden lesson in overcoming an obstacle, or perhaps you gained a new perspective because a challenging person came into your life. It's important to realize that each decision you made over the past year shaped your present circumstances. But you are not defined by these circumstances, only by how you respond to them. Reflection creates awareness. Where there is awareness, there is the potential for change. Awareness is like the sun; anything it touches has a tendency to transform. The bottom line is that reflection is about learning, growing, and transforming. Regret is stagnation. Why Reflection Matters at Year-End The reason I'm talking about the impact of reflection as we close out this year is because, for most of us, the slate really does feel clean come January 1st. In the sales world, we get a brand-new quota and brand-new targets. There's an air of possibility as we think: “This year is going to be different. “This year, I'm going to crush my numbers.” “Hit my income targets.” “Make it to President's club.” “Get a promotion.” “Finally, close that dream account I've been chasing.” But if you don't take a moment to reflect on what worked and what didn't, you're likely to find yourself repeating the same missteps. Reflection is like an internal debrief—a chance to say, “Here's what happened, here's why, and here's how I'm going to fix it.” Why Clarity Arises From Reflection Let me give you a personal example. A the beginning of last year, I set a goal for my sales training company, Sales Gravy. This was a big, bold, visionary goal that would transform our organization and ultimately double our sales. I proudly and confidently told my team that it was going to happen. And then, in an embarrassing crash and burn, I failed miserably. Certainly, I could have stewed in regret, beating myself up and allowing my self-talk to run wild about how I fell short. But that would have been a waste of time and energy. Instead, I chose reflection. I asked myself, “What happened and why didn't I achieve this goal?” As I mulled over those questions, the answers came more clearly than I expected. One of the biggest insights I gained was that I'd set this big goal, but didn't establish a system or plan to make it happen. You see, a goal without a system is basically just a wish—as they say, “hope is not a strategy.” Build a System that Supports Your Goals If, for example, you set a goal to prospect a hundred potential customers per week, but you haven't built a disciplined daily routine, built targeted lists, set aside specific times for calls, and created accountability checkpoints, it's not going to stick. Life will get in the way. Sooner or later, your big, bold goal gets overshadowed by a million other tasks. Without a system for achieving the goal, you quickly succumb to discipline fatigue. This is exactly why reflection can be your best friend at year's end. It allows you to own your failures without letting them define you, and it helps you leverage your successes by pinpointing what you did right. Regret says: “You messed up. You'll never fix this. It's too late.” Reflection says: “You messed up. Now let's find out why, learn from it, and do better next time.” How to Conduct a Year-End Sales Reflection To turn past performance into future growth, follow this 7-step systematic reflection process: Seek Silence: Carve out 30 minutes in a quiet environment without digital distractions to ensure deep focus. Audit the Timeline: Mentally journey through the year, month-by-month, starting from January, to recall specific goals and market conditions. Celebrate Wins: Identify specific deals and relationships that succeeded. Recognize the personal milestones that boosted your confidence. Isolate Winning Behaviors: Determine the exact habits and mindsets that led to your successes so you can turn them into repeatable systems. Analyze Failures Objectively: Pinpoint the goals that stayed out of reach. Ask "Why?" to uncover the root cause of the miss without self-judgment. Build Systems, Not Just Goals: Replace "hope-based" strategies with disciplined routines, targeted lists, and accountability checkpoints. Practice Gratitude: Identify the "silver linings" and lessons learned from challenges to maintain an optimistic outlook for the new sales season. Here's the big takeaway: Regret is the enemy of progress; Reflection is the catalyst for growth. Get your New Year off to a winning start with Jeb Blount's popular on-demand course: The Essentials of Setting Winning Goals
Is Your LinkedIn Personal Branding Built for Buyers or Bystanders? "Respectfully, you are not my audience." Performance coach Giselle Ugarte said that on a recent episode of the Sales Gravy Podcast, and it might be the most liberating thing you'll hear about LinkedIn personal branding this year. Because somewhere between building your profile and hitting publish on that post, you've started making decisions based on what your college roommate might think. Or your former boss. Or yes, your mom. The hard truth? None of them are writing you commission checks. The Real Reason Your LinkedIn Personal Branding Falls Flat You've heard "be authentic" and "show up as yourself" so often that the advice has lost all meaning. So you end up in a strange middle ground where you're not polished enough to impress executives and not human enough to connect with actual buyers. Your LinkedIn personal branding suffers because you're creating content for ghosts. People who will never hire you, never refer you, never sign a contract. You're worried about the wrong audience, and that hesitation shows up in every word you type. Think about the last post you almost published but didn't. What stopped you? Probably not a legitimate business concern. More likely, you had a flash of "what will people think?" and that voice didn't belong to your ideal client. It belonged to someone in your network who wouldn't buy from you if you were the last salesperson on earth. Who Your LinkedIn Content Is Really For Your LinkedIn personal branding should speak to three groups: Current clients Prospective clients People who can refer you to clients That's it. Everyone else is background noise. When you post about closing a tough deal, your brother who works in IT might think you're bragging. Your client, who fought through the same challenge, is nodding in agreement. When you share a lesson from a deal that went sideways, your high school friend might wonder why you're airing dirty laundry. Your prospect is realizing you understand their world. The disconnect happens because you're trying to serve two masters. You want to build real relationships with buyers while also maintaining some imaginary professional image for people who have zero impact on your business. The Transform 20: LinkedIn Personal Branding That Actually Works If you're going to shift your LinkedIn personal branding from performative to productive, you need a system. Not another "post three times a week" generic advice pile, but something that forces you to focus on real humans instead of vanity metrics. Giselle's practical framework, Transform 20, breaks down into four daily actions, each designed to build actual relationships: Connect with 5 new people. Not random connections. People you met this week, people on your calendar, people who recognize your face. Every request should feel familiar to them. Send 5 meaningful messages. Check in. Reference something personal. End with a question. “Let me know” is where leads go to die. Meaningful DMs teach the algorithm who matters to you — and who should see your content. Leave 5 meaningful comments. Two to three sentences. Add context. Reintroduce yourself if needed. A thoughtful comment builds more trust than another like or emoji ever will. Record 5 one-to-one videos. Sixty seconds or less. “Hey, I was thinking about you because…” It's a pattern interrupt in an inbox full of text and one of the fastest ways to stand out. This is where confidence compounds. Twenty actions. Most people won't do it because it feels like work. But if you woke up to 20 qualified leads tomorrow, would that change your business? That's what you're building here. What Your LinkedIn Profile Should Actually Show Buyers want to know you're a real person. That you have a family, hobbies, interests, failures, and lessons. That you care about something besides your quota. If you blur your Zoom background because you think it's more professional, you're missing an opportunity. Let them see the bookshelf, the Peloton, the framed photo. These details give people something to ask about and a reason to remember you. The same goes for your LinkedIn headline. Yes, include your title. But also include the detail that creates connection. "Mom of four," or "Proud Michigan alum," or whatever matters to you and might matter to them. Make it easier for people to find common ground with you. Stop Creating Content for People Who Will Never Buy You already know who matters: current clients, prospective clients, and people who can refer you to clients. Your former colleague who always has something snarky to say about your posts? They've never sent you a referral. Your friend from college who thinks sales is beneath them? They're not signing contracts. Your family member who wants you to be more buttoned up? They're not in your market. Have the clarity to know that you can't build an effective LinkedIn personal branding presence while trying to please everyone. You'll end up pleasing no one, least of all the people who could actually benefit from working with you. You cannot build effective LinkedIn personal branding while trying to please people who don't impact your business. Before you write that post or record that video, remind yourself: someone would be lucky to hear from me today. You have something valuable to offer — and the courage to show up as a real human. The salespeople winning on LinkedIn aren't the most polished. They're the most human. They make it easier for the right people to decide they want to work with them. Send the videos. Start the conversations. Show up as the person your clients actually want to buy from. That's how you win on LinkedIn — and everywhere else. Want the full LinkedIn playbook? Buy The LinkedIn Edge by Jeb Blount and Brynne Tillman. It's packed with non-negotiables that will turn your profile into a pipeline-building machine.
Is Your LinkedIn Personal Branding Built for Buyers or Bystanders? "Respectfully, you are not my audience." Performance coach Giselle Ugarte said that on a recent episode of the Sales Gravy Podcast, and it might be the most liberating thing you'll hear about LinkedIn personal branding this year. Because somewhere between building your profile and hitting publish on that post, you've started making decisions based on what your college roommate might think. Or your former boss. Or yes, your mom. The hard truth? None of them are writing you commission checks. The Real Reason Your LinkedIn Personal Branding Falls Flat You've heard "be authentic" and "show up as yourself" so often that the advice has lost all meaning. So you end up in a strange middle ground where you're not polished enough to impress executives and not human enough to connect with actual buyers. Your LinkedIn personal branding suffers because you're creating content for ghosts. People who will never hire you, never refer you, never sign a contract. You're worried about the wrong audience, and that hesitation shows up in every word you type. Think about the last post you almost published but didn't. What stopped you? Probably not a legitimate business concern. More likely, you had a flash of "what will people think?" and that voice didn't belong to your ideal client. It belonged to someone in your network who wouldn't buy from you if you were the last salesperson on earth. Who Your LinkedIn Content Is Really For Your LinkedIn personal branding should speak to three groups: Current clients Prospective clients People who can refer you to clients That's it. Everyone else is background noise. When you post about closing a tough deal, your brother who works in IT might think you're bragging. Your client, who fought through the same challenge, is nodding in agreement. When you share a lesson from a deal that went sideways, your high school friend might wonder why you're airing dirty laundry. Your prospect is realizing you understand their world. The disconnect happens because you're trying to serve two masters. You want to build real relationships with buyers while also maintaining some imaginary professional image for people who have zero impact on your business. The Transform 20: LinkedIn Personal Branding That Actually Works If you're going to shift your LinkedIn personal branding from performative to productive, you need a system. Not another "post three times a week" generic advice pile, but something that forces you to focus on real humans instead of vanity metrics. Giselle's practical framework, Transform 20, breaks down into four daily actions, each designed to build actual relationships: Connect with 5 new people. Not random connections. People you met this week, people on your calendar, people who recognize your face. Every request should feel familiar to them. Send 5 meaningful messages. Check in. Reference something personal. End with a question. “Let me know” is where leads go to die. Meaningful DMs teach the algorithm who matters to you — and who should see your content. Leave 5 meaningful comments. Two to three sentences. Add context. Reintroduce yourself if needed. A thoughtful comment builds more trust than another like or emoji ever will. Record 5 one-to-one videos. Sixty seconds or less. “Hey, I was thinking about you because…” It's a pattern interrupt in an inbox full of text and one of the fastest ways to stand out. This is where confidence compounds. Twenty actions. Most people won't do it because it feels like work. But if you woke up to 20 qualified leads tomorrow, would that change your business? That's what you're building here. What Your LinkedIn Profile Should Actually Show Buyers want to know you're a real person. That you have a family, hobbies, interests, failures, and lessons. That you care about something besides your quota. If you blur your Zoom background because you think it's more professional, you're missing an opportunity. Let them see the bookshelf, the Peloton, the framed photo. These details give people something to ask about and a reason to remember you. The same goes for your LinkedIn headline. Yes, include your title. But also include the detail that creates connection. "Mom of four," or "Proud Michigan alum," or whatever matters to you and might matter to them. Make it easier for people to find common ground with you. Stop Creating Content for People Who Will Never Buy You already know who matters: current clients, prospective clients, and people who can refer you to clients. Your former colleague who always has something snarky to say about your posts? They've never sent you a referral. Your friend from college who thinks sales is beneath them? They're not signing contracts. Your family member who wants you to be more buttoned up? They're not in your market. Have the clarity to know that you can't build an effective LinkedIn personal branding presence while trying to please everyone. You'll end up pleasing no one, least of all the people who could actually benefit from working with you. You cannot build effective LinkedIn personal branding while trying to please people who don't impact your business. Before you write that post or record that video, remind yourself: someone would be lucky to hear from me today. You have something valuable to offer — and the courage to show up as a real human. The salespeople winning on LinkedIn aren't the most polished. They're the most human. They make it easier for the right people to decide they want to work with them. Send the videos. Start the conversations. Show up as the person your clients actually want to buy from. That's how you win on LinkedIn — and everywhere else. Want the full LinkedIn playbook? Buy The LinkedIn Edge by Jeb Blount and Brynne Tillman. It's packed with non-negotiables that will turn your profile into a pipeline-building machine.
In this episode, we're joined by Jeb Blount, Founder and CEO of Sales Gravy and one of the most influential voices in modern sales. Jeb is the bestselling author of seventeen books—including Fanatical Prospecting, Sales EQ, People Follow You, The AI Edge, and his newest release, The LinkedIn Edge. With decades of experience advising top global organizations and their executive teams, Jeb breaks down how emotional intelligence and interpersonal skills shape every customer-facing interaction. Widely regarded as a leading expert on prospecting, sales, leadership, and customer experience, he shares actionable insights that help professionals at every level communicate more effectively, build trust faster, and win more opportunities. Tune in for a masterclass on elevating your sales game, strengthening relationships, and leveraging the human edge in an AI-driven world.
In this episode, I was lucky enough to interview the legendary sales expert and bestselling author Jeb Blount. Jeb shares stories from his upbringing in small-town Georgia, where being the smallest kid in school taught him grit, hustle, and the relentless work ethic that would later define his career. He talks about finding confidence through public speaking, his early ambition to become a lawyer, and the surprising moment—thanks to “Rudy” himself—that pushed him to write his first book and eventually build Sales Gravy into a powerhouse sales training company.Jeb also breaks down how elite performance in sales mirrors elite athletics, why founders must embrace selling before they can scale, and how persistence—not perfection—is the real engine behind long-term success. From cold calling alongside his clients to the evolution of Sales Gravy's earliest customers, he offers a candid look at the mindset and habits that sustain high-impact sales careers. Join Jeb Blount as he delivers both practical lessons and an inside look at the drive that built one of the most trusted brands in sales development today in this episode of The First Customer!Guest Info: Sales Gravy, Inc.http://www.salesgravy.com/The LinkedIn Edgehttps://jebblount.com/product/the-linkedin-edge/Jeb Blount's LinkedInhttps://www.linkedin.com/in/jebblount/Connect with Jay on LinkedInhttps://www.linkedin.com/in/jayaigner/The First Customer Youtube Channelhttps://www.youtube.com/@thefirstcustomerpodcastThe First Customer podcast websitehttps://www.firstcustomerpodcast.comFollow The First Customer on LinkedInhttp://www.linkedin.com/company/the-first-customer-podcast/
Here's a question that hits closer to home than most sales reps want to admit: What do you do when you've been away from prospecting for a while and suddenly the call reluctance feels brand new again? That's the situation Dwayne Malmberg from Sugar Land, Texas found himself in. He'd been crushing it in inside sales and appointment setting since the 90s. He was good at it. Really good. But after taking just over two years away from the phones, a new opportunity came along and suddenly he was facing something he didn't expect. The call reluctance. The trepidation. The mental resistance to picking up that phone and dialing invisible strangers. If you've ever taken time away from prospecting and felt that same knot in your stomach when it's time to get back on the phones, you're not alone. And more importantly, there's a systematic way to rebuild that muscle and get back to crushing it. The Raw Truth About Cold Calling Fear Let's get brutally honest: Cold calling creates emotional angst. Period. I've made tens of thousands of cold calls. I make them with my clients during training sessions. I'll make them tomorrow morning. And I still feel that trepidation on the first couple of calls of the day. It's just human. It's natural. It never completely goes away. Think about it like jumping out of an airplane. A few years ago, I got the chance to jump with the United States Army Golden Knights. I was terrified. My heart was pounding. A sergeant even asked if I was okay because apparently I looked frightened. When we got strapped in, I turned to the Golden Knight I was jumping with and asked, "Do you ever get scared?" His answer was revealing: "Yeah, of course I do. My heart's beating a little bit because it's an airplane and I don't know what's going to happen. But I've done it so many times and I've got a routine." That's the key. The routine. The process. The mental preparation that gets you past the fear and into action. The Big Pull: Why You Need Something Worth Fighting For Here's the problem with facing fear: If you don't have something pulling you forward that's bigger than the discomfort you're feeling right now, you'll procrastinate forever. The discipline to run a prospecting block and do your prospecting is the discipline to sacrifice what you want now for what you want most. So before you even think about picking up the phone, sit down and write out what you want. Why are you doing this? What's the goal? Is it a paycheck? A promotion? Financial freedom? Providing for your family? That's your big pull. That's what you focus on when you start your day, not whatever might happen on the call. Because when you're thinking about something as scary as facing rejection, if you don't have a big pull driving you, you'll end up avoiding the work that matters most. For Dwayne, part of his why was clear: He's a caregiver for his disabled wife and needs the flexibility to work from home while still providing for his family. That's a powerful pull. That's something worth pushing through fear for. Building the Muscle: You Can't Bench Press 250 on Day One Let's say you were a bodybuilder in your 30s. You were strong, lifting heavy, crushing it in the gym. Then life happened. Kids came along. Your career took off. You quit working out. Now you decide it's time to get back in shape. What happens if you walk into the gym and try to bench press 250 pounds on day one? You're going to hurt yourself. Maybe badly. The same principle applies to prospecting after time away. You already know how to do it. You've got the muscle memory. Everything inside you is saying, "I got this." But you can't expect to jump back in at the same intensity level you had before. You have to rebuild the muscle gradually. Start with the equivalent of those 20-pound dumbbells and work your way back up. The High-Intensity Sprint Strategy When I found myself in a similar situation years ago, uncomfortable and fearful about making calls, I developed a strategy that I now call high-intensity prospecting sprints. Here's how it works: Break your prospecting into very small, short blocks. Sometimes just five minutes. Make five calls in five minutes. Or ten minutes. Or fifteen minutes. The key is this: Make it so small and manageable that your brain can't talk you out of it. If I tell you to make cold calls all day long, that feels overwhelming. But if I ask you to knock out just five calls, you can do that. Then here's the critical part: Follow each sprint with something inspiring. Read a chapter from Fanatical Prospecting. Listen to a segment of your favorite sales podcast. Watch a training video. Put good stuff in your ears and in front of your eyes that builds your courage and strengthens your heart. Then do another sprint. More inspiration. Another sprint. Repeat. What happens is two things: First, by actually doing it instead of thinking about it, you get better at doing it. You get what I call sales endorphins. You feel good about yourself because you realize, "Hey, I can do this. Everything's okay." Second, by backing up each sprint with inspirational content, you're feeding your mindset. You're building back that mental muscle alongside the practical muscle. The Time Management Factor for Busy Sales Professionals If you're like Dwayne and have a lot of responsibilities outside of sales, time management becomes critical. You can't afford to waste time or dilute your prospecting efforts. The solution is ruthless prioritization and time blocking. Start your day with your most important, highest priority sales activity. Get your prospecting done first thing in the morning when your willpower is strongest and your emotional energy is highest. Here's why this matters: When you've got a lot going on and you're also doing the hardest job in sales (making outbound calls), by the time you get later into your day, you're worn out. Your willpower is depleted. It's going to be exponentially harder to find the motivation to interrupt strangers. But first thing in the morning? You're fresh. You're ready. You can knock out that prospecting block and then ride that momentum through the rest of your day. Block your calendar in core chunks for everything you need to do. If you have an appointment at 3 PM that'll take three hours, fine. But that first hour of your day? That's sacred prospecting time. Nothing else touches it. The Mindset Foundation: Feed Your Mind Daily The first section of Fanatical Prospecting focuses on mindset because that's where everything begins. If your mindset isn't right, technique doesn't matter. Scripts don't matter. Nothing matters because you won't execute. Feed your mind daily with content that builds you up. Listen to a sales podcast three days a week. Read sales books. Watch training videos. Surround yourself with messages that reinforce the behaviors you want to develop. When you're in a situation where you feel fear or emotional angst, putting good stuff in your ears and eyes has a tendency to make your heart stronger and build your courage. This isn't fluffy motivation. This is practical psychology. You're literally rewiring your brain to associate prospecting with positive emotions instead of fear and anxiety. The Bottom Line Getting back in the prospecting game after time away isn't about summoning superhuman courage or pretending the fear doesn't exist. It's about acknowledging the fear, building a routine to work through it, and gradually rebuilding the muscle you once had. You already know how to do this. You've done it before. You just need to give yourself permission to start small, build consistently, and focus on progress over perfection. Start with your why. Build your prospecting sprints. Front-load your day. Feed your mind with the right content. And remember: The first call is always the hardest because you're lifting that 10,000-pound weight. But once you make it, the momentum starts building. You've got this. Now go pick up the phone and prove it to yourself. Want to learn how to leverage LinkedIn to fill your pipeline and never run out of opportunities? Check out Jeb Blount's latest book with Brynne Tillman, The LinkedIn Edge, and discover how to turn social selling into your secret weapon.
Here's a question that hits closer to home than most sales reps want to admit: What do you do when you've been away from prospecting for a while and suddenly the call reluctance feels brand new again? That's the situation Dwayne Malmberg from Sugar Land, Texas found himself in. He'd been crushing it in inside sales and appointment setting since the 90s. He was good at it. Really good. But after taking just over two years away from the phones, a new opportunity came along, and suddenly he was facing something he didn't expect. The call reluctance. The trepidation. The mental resistance to picking up that phone and dialing invisible strangers. If you've ever taken time away from prospecting and felt that same knot in your stomach when it's time to get back on the phones, you're not alone. And more importantly, there's a systematic way to rebuild that muscle and get back to crushing it. The Raw Truth About Cold Calling Fear Let's get brutally honest: Cold calling creates emotional angst. Period. I've made tens of thousands of cold calls. I make them with my clients during training sessions. I'll make them tomorrow morning. And I still feel that trepidation on the first couple of calls of the day. It's just human. It's natural. It never completely goes away. Think about it like jumping out of an airplane. A few years ago, I got the chance to jump with the United States Army Golden Knights. I was terrified. My heart was pounding. A sergeant even asked if I was okay because, apparently, I looked frightened. When we got strapped in, I turned to the Golden Knight I was jumping with and asked, "Do you ever get scared?" His answer was revealing: "Yeah, of course I do. My heart's beating a little bit because it's an airplane and I don't know what's going to happen. But I've done it so many times, and I've got a routine." That's the key. The routine. The process. The mental preparation that gets you past the fear and into action. The Big Pull: Why You Need Something Worth Fighting For Here's the problem with facing fear: If you don't have something pulling you forward that's bigger than the discomfort you're feeling right now, you'll procrastinate forever. The discipline to run a prospecting block and do your prospecting is the discipline to sacrifice what you want now for what you want most. So before you even think about picking up the phone, sit down and write out what you want. Why are you doing this? What's the goal? Is it a paycheck? A promotion? Financial freedom? Providing for your family? That's your big pull. That's what you focus on when you start your day, not whatever might happen on the call. Because when you're thinking about something as scary as facing rejection, if you don't have a big pull driving you, you'll end up avoiding the work that matters most. For Dwayne, part of his why was clear: He's a caregiver for his disabled wife and needs the flexibility to work from home while still providing for his family. That's a powerful pull. That's something worth pushing through fear for. Building the Muscle: You Can't Bench Press 250 on Day One Let's say you were a bodybuilder in your 30s. You were strong, lifting heavy, crushing it in the gym. Then life happened. Kids came along. Your career took off. You quit working out. Now you decide it's time to get back in shape. What happens if you walk into the gym and try to bench press 250 pounds on day one? You're going to hurt yourself. Maybe badly. The same principle applies to prospecting after time away. You already know how to do it. You've got the muscle memory. Everything inside you is saying, "I got this." But you can't expect to jump back in at the same intensity level you had before. You have to rebuild the muscle gradually. Start with the equivalent of those 20-pound dumbbells and work your way back up. The High-Intensity Sprint Strategy When I found myself in a similar situation years ago, uncomfortable and fearful about making calls, I developed a strategy that I now call high-intensity prospecting sprints. Here's how it works: Break your prospecting into very small, short blocks. Sometimes just five minutes. Make five calls in five minutes. Or ten minutes. Or fifteen minutes. The key is this: Make it so small and manageable that your brain can't talk you out of it. If I tell you to make cold calls all day long, that feels overwhelming. But if I ask you to knock out just five calls, you can do that. Then here's the critical part: Follow each sprint with something inspiring. Read a chapter from Fanatical Prospecting. Listen to a segment of your favorite sales podcast. Watch a training video. Put good stuff in your ears and in front of your eyes that builds your courage and strengthens your heart. Then do another sprint. More inspiration. Another sprint. Repeat. What happens is two things: First, by actually doing it instead of thinking about it, you get better at doing it. You get what I call sales endorphins. You feel good about yourself because you realize, "Hey, I can do this. Everything's okay." Second, by backing up each sprint with inspirational content, you're feeding your mindset. You're building back that mental muscle alongside the practical muscle. The Time Management Factor for Busy Sales Professionals If you're like Dwayne and have a lot of responsibilities outside of sales, time management becomes critical. You can't afford to waste time or dilute your prospecting efforts. The solution is ruthless prioritization and time blocking. Start your day with your most important, highest priority sales activity. Get your prospecting done first thing in the morning when your willpower is strongest and your emotional energy is highest. Here's why this matters: When you've got a lot going on and you're also doing the hardest job in sales (making outbound calls), by the time you get later into your day, you're worn out. Your willpower is depleted. It's going to be exponentially harder to find the motivation to interrupt strangers. But first thing in the morning? You're fresh. You're ready. You can knock out that prospecting block and then ride that momentum through the rest of your day. Block your calendar in core chunks for everything you need to do. If you have an appointment at 3 PM that'll take three hours, fine. But that first hour of your day? That's sacred prospecting time. Nothing else touches it. The Mindset Foundation: Feed Your Mind Daily The first section of Fanatical Prospecting focuses on mindset because that's where everything begins. If your mindset isn't right, technique doesn't matter. Scripts don't matter. Nothing matters because you won't execute. Feed your mind daily with content that builds you up. Listen to a sales podcast three days a week. Read sales books. Watch training videos. Surround yourself with messages that reinforce the behaviors you want to develop. When you're in a situation where you feel fear or emotional angst, putting good stuff in your ears and eyes has a tendency to make your heart stronger and build your courage. This isn't fluffy motivation. This is practical psychology. You're literally rewiring your brain to associate prospecting with positive emotions instead of fear and anxiety. The Bottom Line Getting back in the prospecting game after time away isn't about summoning superhuman courage or pretending the fear doesn't exist. It's about acknowledging the fear, building a routine to work through it, and gradually rebuilding the muscle you once had. You already know how to do this. You've done it before. You just need to give yourself permission to start small, build consistently, and focus on progress over perfection. Start with your why. Build your prospecting sprints. Front-load your day. Feed your mind with the right content. And remember: The first call is always the hardest because you're lifting that 10,000-pound weight. But once you make it, the momentum starts building. You've got this. Now go pick up the phone and prove it to yourself. Want to learn how to leverage LinkedIn to fill your pipeline and never run out of opportunities? Check out Jeb Blount's latest book with Brynne Tillman, The LinkedIn Edge, and discover how to turn social selling into your secret weapon.
Here's a question that'll mess with your head: What do you do when you're making seven figures in sales, crushing every goal, and suddenly … you just don't feel the same motivation anymore? That's the question Matthew Feit from Toms River, New Jersey, posed on an Ask Jeb episode. Matthew's living the dream that most salespeople chase their entire careers. He's at the top of his game financially. He's proven everything he set out to prove. And now he's stuck in this weird limbo where the fire that got him there has gone cold. If you're shaking your head right now, thinking this is a champagne problem, you're missing the point. This is one of the most dangerous positions a high achiever can find themselves in, and it's costing top performers their edge every single day. The Jim Story: When Achievement Becomes Your Enemy Let me tell you about Jim. Years ago, when I was living in Florida, I had this sales rep who was an absolute monster. Top of the ranking report. Presidents Club. Rolex on his wrist for winning. Then one day, his director of sales wanted to put him on a performance improvement plan. In sales, a PIP means you are a dead man walking. I drove up to Jacksonville thinking there had to be some mistake. When I sat down with Jim, I realized the problem wasn't his ability. The guy was still incredibly talented. The problem was he'd won everything there was to win, and he just didn't have the next goal driving him anymore. Here's what I learned: The things we do in sales are hard. They're repetitive. We deal with difficult people. It takes massive discipline, which is simply sacrificing what you want now for what you want most. But when you don't know what you want most anymore, that discipline evaporates. Jim's answer surprised me. He wanted a Harley-Davidson, but his wife wouldn't let him buy it. So I worked out a way to structure his commissions so he could get his Harley while still bringing home the money his wife expected. Suddenly, his sales went through the roof again. He had something driving him. The Cognitive Dissonance of High Achievement Here's what's happening with guys like Matthew and what happened with Jim: They've got this level of cognitive dissonance. Part of them is a stone-cold high achiever who needs to be achieving. The other part is saying, "I don't feel it anymore. I don't have that juice." When you're younger or earlier in your career, you're sketching out goals constantly. I remember having a goal book where I wrote down everything I wanted. One of my goals was a house on the inter-coastal waterway in South Florida. I achieved that goal. Then one day I'm sitting there going, "Well, what do I do now?" It's easy to get comfortable when you don't know where to go next. But comfortable is the enemy of excellence in high-performance sales cultures. What Do You Really Want? I hit the same wall this year. Twenty years building this business, book number 17 coming out, and I'm asking myself the same question Matthew asked: "What now?" I finally figured it out. My wants aren't things anymore. Maybe in my 20s and 30s it was about what I was going to own, but today it's different. It's about what I want to accomplish and who I want to work with. I realized I want to work with people and companies I know I can help. That are a challenge for me. Where I can watch them grow and enjoy seeing them succeed. Who really want to work with me and see me as part of their organization, not as a vendor. As a result, I've been rearranging my world so I can be very picky about what I'm going to do, who I'm going to work with, and who I'm going to speak to. I want to do things that give me joy and fulfill my purpose, which is to help people sell more. That's why I believe God put me here. The Twenty Year Vision When I was a little older than Matthew, I looked at my life and asked: "What are the next 20 years going to be like?" I had won every award you could win in sales. I was operating at the top level of a Fortune 200 company. I had the accolades, the money, all of it. So I asked myself that simple question. What happened over those 20 years completely changed my life. Everything shifted. I wrote my first book when I was 38. It wasn't great. But it was my story, and it was the beginning. I made a goal to write five books in five years. Twenty years later, The LinkedIn Edge is book is number 17. Here's the thing: When I was 38, I didn't know exactly where I'd be at 58. I just knew I was going to make a massive impact over the next 20 years as I pursued my purpose. It was simply about helping people. Stop Thinking, Start Doing Matthew mentioned wanting to write a book about his journey and helping other people. That's a perfect path for someone at his level. Here's my advice: Sit down and look ahead. If you were looking at yourself 20 years from now, what would you want that person to look like? It's not so much about what you want to achieve. It's about who you want to be. Don't wait for the perfect vision. I didn't have some crystal clear picture of where I'd be today. I just knew I needed to change and make an impact. The journey gets you there, but you have to start moving. For Matthew and for anyone else who's climbed every mountain in their current world: You have everything it takes to do whatever you want. You know that already. But if you get more time to just sit in your vacation home, you're going to go out of your mind in no time because you'll know you're not living up to your potential. The question isn't whether you should keep pushing. The question is: What are you pushing toward? Answer that, and the fire comes back. Ignore it, and you'll keep wondering why success doesn't feel like it used to. The best part? Once you reconnect with your purpose and set new goals that actually matter, you'll discover that all those skills that got you to seven figures become even sharper. You're not starting over. You're leveling up. Jeb Blount is the author of 17 books, including the groundbreaking classics Fanatical Prospecting, Sales EQ, Objections, and Inked. In The LinkedIn Edge, co-authored with Brynne Tillman, Jeb teaches sales professionals how to leverage LinkedIn to build their personal brand and fill their pipeline with qualified prospects.
In this episode of Construction Disruption, host Todd Miller and co-host Seth Heckaman from Isaiah Industries discuss the future of sales with bestselling author and leading sales coach Jeb Blount. Jeb shares his insights on fanatical prospecting, the impact of AI on sales, and the importance of emotional intelligence for sales professionals. He also introduces his new book, The LinkedIn Edge, and discusses practical strategies for leveraging LinkedIn for both fast and slow prospecting. Discover how to enhance your sales techniques, build stronger relationships, and stay ahead in the evolving landscape of sales.Timestamps00:00 Introduction and Welcome00:27 A Quick Story About Horses01:21 Introducing Jeb Blount02:40 Jeb's Journey in Sales and Leadership05:19 The Inspiration Behind 'The AI Edge'07:06 The Role of AI in Sales and Business14:50 The LinkedIn Edge: Enhancing Sales with AI19:13 Fast and Slow Prospecting Strategies25:54 Creating Buying Windows26:32 The Concept of Slow Prospecting27:12 Breaking Down the Book's Approach28:02 The Role of Emotional Intelligence in Sales28:23 AI and the Future of Sales30:04 The Consultant's Role in Modern Sales33:15 Advice for New Sales Professionals37:42 Sales Gravy's Services and Growth41:37 Family-Run Business Dynamics47:00 Rapid Fire Questions49:42 Conclusion and Contact InformationConnect with Jeb OnlineLinkedIn: https://www.linkedin.com/in/jebblount/Email: jeb@salesgravy.comWebsite: https://salesgravy.com/The LinkedIn Edge Book: https://amzn.to/47yYBJJFor more Construction Disruption, listen on Apple Podcasts or YouTubeConnect with us on Facebook, Instagram, or LinkedInThis episode was produced by Isaiah Industries, Inc.Construction Disruption was recently featured in this 15 Best Podcasts for Contractors list!This podcast uses the following third-party services for analysis: Podtrac - https://analytics.podtrac.com/privacy-policy-gdrp
The year was 1938. Families across America gathered, listening during the golden age of radio. On the eve of Halloween, a broadcast interrupted their evening: A live report claimed Martian cylinders had landed in Grovers Mill, New Jersey. Within minutes, panic erupted as citizens fled their homes, convinced Earth was under alien attack. The entire event was fake. It was a perfectly executed radio drama by 23-year-old Orson Welles. Here's the sales lesson tucked into The War of the Worlds sci-fi scare: Welles wasn't just reading a script. He was executing a masterful lesson in emotional engagement. He had listeners hooked, buying into his story emotionally before their brains had time to register, "Wait, this can't be real." That emotional buy-in is a core tenet of sales: People buy on emotion and then justify it with logic and facts. If rational adults can flee their homes over a fictional Martian invasion, imagine the force of emotion you can unleash when you find your prospect's emotional trigger. Sharpen your emotional intelligence, and you deploy a powerful sales tool. Emotion Gets the Attention, Data Seals the Deal Welles sold tension, uncertainty, and gravity, not a product. His voice was calm yet urgent, delivered with the authority of a trusted news anchor. The audience felt an adrenaline surge—heartbeats rising, eyes widening—before they had time to check the facts. This is the non-negotiable first step in sales. Your passionate storytelling creates the emotional charge. Your tone carries more weight than any spreadsheet full of ROI data. Emotion gets your buyer leaning in and invested in the outcome. The data you provide simply helps them sleep well at night after they've already made their decision. If your message isn't landing, stop reviewing your product deck and start analyzing your delivery. Are you speaking with urgency, and are you connecting to their emotional state? Without that emotional resonance, even the best solution just adds to the noise. Authority Isn't Arrogance, It's Command Welles dressed his fictional story in familiar trappings like live news bulletins, eyewitness reports, and crackling radio static. Each detail made the unbelievable feel legitimate. He commanded belief by establishing immediate, undeniable authority. Bring that same presence to your sales interactions. Authority isn't arrogance; it's commanding belief. Sound like someone who's been there, knows the terrain, and has the solution. Communicate with unwavering authority, and you build trust before price discussions begin. This is how you sell the experience. Prospects must believe in you and your company; belief in your product comes next. They buy the experience of working with you before seeing the product. If you sound uncertain, you'll never build a foundation of trust. Stay Steady to Control the Chaos Welles predicted a strong reaction to his broadcast and stayed calm, controlled the narrative, and guided the audience through the panic he was creating. In sales, moments of crisis or uncertainty test your professionalism. When a prospect goes cold, objections arise, or a competitor attacks, do not panic. Do not mirror their anxiety—it only feeds chaos and cedes control of the deal. Control the process, control yourself, control the outcome. When deals wobble and emotions spike in your buyer, that is your moment to shine. Breathe, slow down, ask questions, and lead steadily. Be the calm voice that reassures, guides, and inspires confidence. Mastering internal composure is the essence of emotional intelligence in sales. Your Action Plan: Develop Your Sales EQ Mastering composure under pressure is a skill, not a gift. It requires commitment to developing emotional intelligence so you can use logic while others react in fear. Start a 'Rejection Journal' Drill. Stop letting rejection or setbacks paralyze you. Create a Failure Log to immediately document your feelings (frustration, anger, anxiety) and behaviors (rushing calls, getting defensive). This practice builds self-awareness and helps you identify emotional triggers before they hijack your sales process. Practice the 'Mute Button' Listening Exercise. On your next call, mentally mute your urge to speak. Analyze the prospect's delivery: tone, pace, hesitation. This drill sharpens social awareness and forces you to catch subtle emotional cues—the things they won't email. This is how you truly understand their situation. Implement the 'Two-Second Pause' Rule. When a high-stakes moment occurs—a sharp objection, competitor mention, or deal crisis—pause for two seconds before speaking. This creates a cognitive buffer, shifting you from reactive to controlled. Your Story Is Your Greatest Weapon The Orson Welles broadcast is nearly a century old, yet it still teaches us today that a gripping story delivered well can move mountains. The way you connect, build trust, and influence emotion hasn't changed since radios ruled the living room. You are an broker of features and benefits. You are a storyteller, and the calm in your prospect's noisy, chaotic world. You are the guide who connects the dots between their terrifying "Martian invasion" of a problem and your ultimate solution. Embrace this role, and you move past objections and skepticism. You stop triggering defensive panic and start inspiring action. Your ability to command a room starts with your ability to command your own emotional intelligence. When the sales airwaves get noisy, keep your voice steady, your mind sharp, and your heart connected. Master your emotions, and you will close deals your competition can't. The real battlefield in sales is psychological, and if you can't master your own emotions, you will never master your prospects. Jeb Blount's book Sales EQ gives you the psychological edge to win the business your competition can't even touch.
Here's a question that'll keep you up at night: How do you take a company from $300K in annual revenue to $1.5 million in 18 months, then scale to $3-$5 million within five years? That's the challenge facing Greg Hirschi from Colorado. He's the new executive leader of an 18-year-old company selling ethics assessment services to professional licensing boards. They've expanded from an entrepreneurial model to a small team with one salesperson and one customer service representative. The goal is aggressive growth, and Greg needs to know where to focus his limited resources to get the biggest bang for his buck. If you're nodding your head right now because you're in a similar situation, pay attention. Because the mistakes you make at $300K will haunt you at $3 million. The Resource Reality Check Let's be brutally honest about what a $300K revenue company means: You have no money. You have a razor-thin budget. You have one salesperson and one leader trying to do everything. At this stage, you have exactly one priority: REVENUE. You don't have the luxury of fixing operations, perfecting your tech stack, or building elaborate systems. You need to sell. Period. Here's where most small companies screw this up. They think selling means taking anything with a pulse. If it can fog a mirror, they'll do business with it. That's a death spiral disguised as growth. The Operator's Dilemma Greg comes from an operations background. He's analytical, process-driven, and systematic. Those traits are incredible assets for building a business, especially when the goal is to scale fast. But they can also be a liability when managing salespeople. Here's what happens: Operators think in systems and logic. Salespeople think in relationships and emotion. Operators want everything organized and predictable. Salespeople throw deals on the table that are messy and unpredictable. If you're an operator trying to lead sales, you need to understand this fundamental tension. Your salesperson is out there getting hammered with objections every single day, building narratives in their head about why people won't buy. You're thinking, "Just brush it off and do it again. What's wrong with you?" They're thinking, "You have no idea what it's like out here." This is why reading New Sales Simplified by Mike Weinberg is non-negotiable if you're an operator managing sales. You need to learn how salespeople think, how they operate, and how to lead them effectively without losing your mind. Start With Your ICP or Die Trying The single most important thing Greg needs to do right now to scale is get laser-focused on his Ideal Customer Profile. Not kind of focused. Not "we have a general idea." I mean obsessively, precisely, ridiculously dialed in on exactly who they should be targeting. Why does this matters so much at $300K? Greg's salesperson has a $600K pipeline and will close 50% of it. Sounds great, right? But if half those customers churn because they're the wrong fit, requiring constant re-education and hand-holding, Greg's salesperson will get stuck in account management mode. They'll stop prospecting for new business because they're too busy re-selling existing accounts. That's how you stay stuck at $300K forever. Your ICP drives everything. It determines your messaging, your marketing, your presentation materials, and which stakeholders you need to reach inside target organizations. It helps you build relevant social proof stories. It allows you to coach your salesperson on handling specific objections instead of generic brush-offs. Most importantly, it gives you guardrails. You can ask your salesperson in pipeline reviews: "Tell me the strategic reason why we should chase this account. How does it fit our ICP? Why is this worth our limited resources when our singular goal right now is growth?" When you're running a $300K company with one salesperson and one leader, you cannot afford to chase every deal. You need to focus on the right deals that will close and stick around. The Resell Problem Greg's company doesn't have contracts. They discovered that larger organizations with stable staff become sticky customers once they see the value. Smaller organizations with high turnover require constant re-education and reselling. This is not how you scale. If you don't segment your market correctly and build processes around retention, you'll hit a wall fast. Your salesperson will close deals, then get pulled back into account management, abandoning the pipeline. Salespeople will always choose talking to people they already know over talking to strangers. You don't have this problem yet at $300K. But you will as you begin to scale. Start thinking strategically now about your retention process and which customer segments are worth the ongoing investment. The Foundation That Changes Everything Getting your ICP right isn't just about qualifying accounts. It's about building a foundation that allows you to scale without constantly backtracking to fix problems you created by going after the wrong customers. Every time you chase the wrong deal, you're creating downstream problems. You're wasting limited resources. You're building frustration in your team. You're teaching your salesperson bad habits about what constitutes a qualified opportunity. The leap from $300K to $600K in annual revenue is hard. The leap to $1.2 million is harder. The leap to $3.5 million is brutal. But if you get the foundation right now while you have backing and support, those leaps become exponentially easier. Your Playbook for Growth Start with objection handling fundamentals that are specific to your ICP. When you know exactly who you're targeting, you can anticipate their concerns and craft precise responses that resonate. Build your messaging around the multi-threaded stakeholders in your target organizations. Who needs to be involved in the buying decision? What does each person care about? Create a systematic, process-based approach to pipeline management. As an operator, this is your superpower. You can bring discipline and structure to a highly emotional profession. The Bottom Line At $300K, you're essentially starting from scratch. You have aggressive growth targets, limited resources, and one shot to get this right. Stop being reactive. Start being strategic. Get obsessed with your ICP. Build processes around the right customers. Coach your salesperson with precision instead of frustration. That's how you scale from $300K to millions. That's how you avoid the mistakes that kill small companies. And that's how you build a business that doesn't just grow, but grows sustainably. The good news? You have the backing to do this right. Don't waste it chasing the wrong customers just because you need revenue today. Build the foundation that generates revenue for years to come. Lead your salesperson, focus on the right deals, and scale from $300K to millions—start Jeb Blount's Sales Leadership Essentials course on Sales Gravy University today.
Jesse shares lessons on making the most of the tech sales career opportunity. SPONSORS:ChatAE (AI Account Planning): https://www.chatae.ai/?utm_source=salesplayers&utm_medium=email&utm_campaign=fall2025_partnershipEPISODE LINKS: • 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overviewCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
The gap between average salespeople and elite performers lies in process. While most reps chase quick wins and hope something sticks, top producers follow proven sales strategies that consistently deliver results. They've mastered the fundamentals that turn prospects into customers and customers into advocates. If you're ready to finish the year strong and blow past your quota, these five battle-tested sales strategies from previous podcasts will transform how you sell. 1. Deliver an Unforgettable Customer Experience by Mastering Your Emotions Your prospect doesn't care about your bad morning or the three deals that fell through yesterday. When you walk through the door or dial their number, you're the only conversation they're having with your company today. Elite salespeople know emotional consistency separates closers from pretenders. Think of it like a pro golfer staying calm and cruising forward regardless of what happened on the last hole. As Jeb Blount explains: How your customer feels about you is more predictive of outcome than any other variable. They buy you first, and then they buy your product. They buy you because they feel safe, heard, and confident you will deliver. This means you have to compartmentalize every interaction. Your fifth appointment of the day deserves the same intensity and professionalism as your first. When you show up desperate, prospects sense it immediately. When you rush through discovery, they feel undervalued. Jeb emphasizes this critical point: Buying a house, car, or service is deeply emotional for the customer. Before every interaction, take sixty seconds to reset. Acknowledge whatever is bothering you, mentally file it away, then walk in focused entirely on their world and their goals. 2. Commit to the Day One Follow-Up Mindset Ask yourself: How many times do you attempt to reach a prospect before quitting? If you answered three or four, you are leaving money on the table. Most reps quit after just three or four attempts, and sometimes without ever hearing a ‘No.' They just stop and let leads rot in the CRM instead of risking rejection. As Jessica Stokes reminds us, top producers understand this: While you are tracking your sixth or seventh outreach attempt, for the prospect, every touchpoint feels like day one. They are busy running their business—not waiting for your call. The problem is not just the number of attempts; it is the spacing. When you leave a voicemail and wait a month to "give them space," you lose momentum and start from scratch every time. The winning sales strategy is persistence with velocity. That means touching base every few days or weekly. When you maintain momentum, prospects remember you. The real failure is letting quality leads die because you are afraid to pick up the phone and risk hearing "No." 3. Turn Your Empathy Into a Weapon, Not a Weakness If you have ever hesitated before making a cold call because you thought, "I don't want to bother them," you are dealing with what Jeb Blount calls projection, and it is costing you deals. Projection happens when you assume prospects hate being interrupted as much as you do. You start deciding for them before you've even made the call. Successful salespeople recognize interruption is a professional necessity. Your job requires it; your income depends on it. Letting empathy paralyze your prospecting is dangerous. The internal conflict is real: You want to be an empathetic person, but you also have to be an interrupter. The mindset shift: Understand that projecting is the most dangerous thing in sales because you are deciding for your customer in advance what they want or need. Real empathy means showing up, asking sharp questions, and letting them tell you what they need. You cannot solve problems you never discover because you were too afraid to start the conversation. 4. Build a Velvet Rope Around Your Business What if your clients felt less like transactions and more like VIPs getting an exclusive invitation? That is the power of the Velvet Rope framework, a human-centered sales strategy developed by Kristin Andree that makes prospects want to work with you. Kristin observed that people get excited to attend exclusive events. Her insight led to a three-part framework built around Know, Find, Love: Know your people: Get crystal clear on your Ideal Customer Profile (ICP). Find your people: Execute disciplined activity that consistently fills your pipeline. Love your people: Deliver experiences so exceptional that customers become your most effective marketing channel. The "Love your people" element is where most drop the ball. Kristin focuses on "surprise and delight", doing something unexpected that clients don't see coming. For example, giving personalized, curated gifts as a surprise creates a ripple effect. Clients talk about these personalized gifts with friends and colleagues, resulting in more referrals because there is a buzz about you. Curated clients don't just stay; they sell for you. This is genuine relationship building at scale. 5. Develop Velocity Mindset: Speed With Direction Most salespeople confuse activity with progress. They move fast, make lots of calls, send countless emails, but they are not actually getting anywhere because they are chasing the wrong outcome. When Ron Karr asks what velocity means, everyone says "fast." But that's not velocity. Velocity is speed with direction. Direction requires knowing the destination before you start the journey. The biggest problem for most salespeople is that they are not going after the right outcome. Ron's solution? Hold a board meeting with yourself. When you're stuck or not getting traction, step back and reframe your thinking. Ask yourself: What outcome am I really chasing? Am I pitching features when I should be diagnosing the real problem? This shift in perspective changes everything. When you get clear on the outcome that matters to your prospect—not the one that matters to you—you stop competing on specs and start filling gaps that matter deeply to them. When you master the velocity mindset, the close becomes inevitable because you have made the decision obvious. The Choice is Yours. Stop Making Excuses. Elite salespeople don't wait to “feel” motivated. They execute proven sales strategies daily, regardless. These insights from Jeb Blount, Jessica Stokes, Kristin Andree, and Ron Karr give you the roadmap to stop selling on hope and start selling with discipline and certainty. You have the knowledge. Now it is time to choose. Do you keep making excuses—or do you show up, execute, and finish strong? Start winning more on cold calls with our free guide: 25 Ways to Ask for the Appointment on Cold Calls, and boost your results today.
The gap between average salespeople and elite performers lies in process. While most reps chase quick wins and hope something sticks, top producers follow proven sales strategies that consistently deliver results. They've mastered the fundamentals that turn prospects into customers and customers into advocates. If you're ready to finish the year strong and blow past your quota, these five battle-tested sales strategies from previous podcasts will transform how you sell. 1. Deliver an Unforgettable Customer Experience by Mastering Your Emotions Your prospect doesn't care about your bad morning or the three deals that fell through yesterday. When you walk through the door or dial their number, you're the only conversation they're having with your company today. Elite salespeople know emotional consistency separates closers from pretenders. Think of it like a pro golfer staying calm and cruising forward regardless of what happened on the last hole. As Jeb Blount explains: How your customer feels about you is more predictive of outcome than any other variable. They buy you first, and then they buy your product. They buy you because they feel safe, heard, and confident you will deliver. This means you have to compartmentalize every interaction. Your fifth appointment of the day deserves the same intensity and professionalism as your first. When you show up desperate, prospects sense it immediately. When you rush through discovery, they feel undervalued. Jeb emphasizes this critical point: Buying a house, car, or service is deeply emotional for the customer. Before every interaction, take sixty seconds to reset. Acknowledge whatever is bothering you, mentally file it away, then walk in focused entirely on their world and their goals. 2. Commit to the Day One Follow-Up Mindset Ask yourself: How many times do you attempt to reach a prospect before quitting? If you answered three or four, you are leaving money on the table. Most reps quit after just three or four attempts, and sometimes without ever hearing a ‘No.' They just stop and let leads rot in the CRM instead of risking rejection. As Jessica Stokes reminds us, top producers understand this: While you are tracking your sixth or seventh outreach attempt, for the prospect, every touchpoint feels like day one. They are busy running their business—not waiting for your call. The problem is not just the number of attempts; it is the spacing. When you leave a voicemail and wait a month to "give them space," you lose momentum and start from scratch every time. The winning sales strategy is persistence with velocity. That means touching base every few days or weekly. When you maintain momentum, prospects remember you. The real failure is letting quality leads die because you are afraid to pick up the phone and risk hearing "No." 3. Turn Your Empathy Into a Weapon, Not a Weakness If you have ever hesitated before making a cold call because you thought, "I don't want to bother them," you are dealing with what Jeb Blount calls projection, and it is costing you deals. Projection happens when you assume prospects hate being interrupted as much as you do. You start deciding for them before you've even made the call. Successful salespeople recognize interruption is a professional necessity. Your job requires it; your income depends on it. Letting empathy paralyze your prospecting is dangerous. The internal conflict is real: You want to be an empathetic person, but you also have to be an interrupter. The mindset shift: Understand that projecting is the most dangerous thing in sales because you are deciding for your customer in advance what they want or need. Real empathy means showing up, asking sharp questions, and letting them tell you what they need. You cannot solve problems you never discover because you were too afraid to start the conversation. 4. Build a Velvet Rope Around Your Business What if your clients felt less like transactions and ...
Here's a question that keeps startup founders up at night: How does a first sales hire build pipeline and prospect effectively when there's zero technology, no tools, and absolutely no data resources available? That's the challenge Matthew Russell brought to the table, and it's a scenario that's far more common than you'd think. Companies transitioning from founder-led sales often throw their first sales hire into the deep end with nothing but a laptop and a "good luck" pat on the back. If you're nodding your head right now, you're not alone. But here's the good news: Some of the most successful sales teams were built from exactly this position, and there's a proven playbook for making it work. The Hook Is Everything When Will Frattini joined his boss Jane in Austin back in 2011, they had zero presence in the market. No reputation, no established relationships, no fancy tech stack. Just two people and a mission to build from scratch. The first lesson? Your job isn't to reinvent the wheel or create some elaborate sales process. Your job is to figure out what hook the founder used to close their first deals, then ruthlessly replicate it. This means getting the founder to show you exactly how they won business. Listen to their calls. Shadow their meetings. Mirror their approach. Don't try to be clever or add your own spin yet. Just learn what actually works. Here's the critical part: You need the founder to be completely honest with you about your early meetings. Will's boss had the right to refuse any meeting he set. If it didn't qualify, she'd tell him exactly why. That feedback loop is gold because it teaches you the difference between a meeting that sounds good and a meeting that actually advances the sale. Master the fundamentals before you try to optimize. The Metrics That Actually Matter Forget about creating a complex sales process with seventeen KPIs. In the beginning, you need exactly one metric that matters: qualified meetings that convert to next steps. Will's early goal was 20 to 30 worthwhile meetings per month. Eventually they scaled that to 60 per rep. But notice the word "worthwhile." These weren't just any meetings. They were conversations with real potential that the founder or sales leader validated. The qualifier matters because it forces you to get better at targeting and messaging, not just activity for activity's sake. You can't game this system by booking junk meetings. Victoria Walker asked how long it takes to build metrics in a niche market, and the answer is simple: You'll have metrics after day one. How many calls did you make? How many connections? How many appointments set? But most new outbound teams trip up because they expect instant results, don't see them, and quit before the cumulative impact kicks in. The 30-Day Rule Changes Everything The prospecting you do today pays off in the next 90 days. This is the rule of cumulative impact, and it's why most outbound efforts fail. Companies start strong, don't see immediate results, and abandon ship. Then they restart six months later with different reps, different messaging, and the cycle repeats. This is death by fits and starts. Your commitment has to be ironclad: We're doing this every single day for at least 90 to 120 days before we make major changes. You'll make small tweaks to messaging and targeting along the way, but you don't stop the engine. Think of it like an elite sports team watching game film. You're looking for incremental improvements. Last month you closed five good deals. This month you're aiming for six. You're not rebuilding the entire playbook every two weeks because the metrics look scary. Handling the "How'd You Get My Number?" Objection D'elvis Huerta raised a challenge every salesperson faces: Prospects who are surprised or even concerned when you call their personal cell phone. They ask how you got their information, and it throws you off your game. Here's Will's brilliant reframe: That question is a gift. It's a pattern interrupt that means they're actually listening to you. When someone says "How'd you get my number?" they've stopped what they were doing and turned their brain on. Don't panic. Just repeat what you said, clearer and slower, then move forward. Will's approach: "I got your cell phone number because I'm reaching out to you. I heard on your team that you're looking to grow into the software space, and what I hear is there's a lot of noise from people trying to train sales teams. What I'd love to do is set some time … " My response is even simpler: "I got it right out of the CRM. And the reason I'm calling you is to grab some of your time because … " Then I go right into my value hook. The key is confidence. You're not apologizing for cold calling like a professional. You're explaining why this conversation matters to them. The Bottom Line Building pipeline without tools isn't a disadvantage. It's actually an advantage because it forces you to master the fundamentals that matter: targeting the right prospects, delivering a compelling hook, and having conversations that advance to next steps. Will and Jane scaled from zero to $3 million in one year. They hired five additional people. They became the fastest growing office in their company. And they did it all without fancy technology or massive budgets. How? By staying focused on what works, getting ruthlessly honest feedback, and showing up every single day with the discipline to execute the system. That's the blueprint for every successful first sales hire who's ever built something from nothing. Ready to turn LinkedIn into your ultimate prospecting engine? Discover the strategies that combine outbound excellence with social selling in The LinkedIn Edge by Jeb Blount and Brynne Tillman.
Lightning Round: Top 10 Favorite Sales Tools Question: Rowena from the British Virgin Islands asks, “I'm active on LinkedIn but I'm not seeing results. I'm so frustrated. I listen every week so I'd ask experts should I double down on posting more or is there a smarter way to turn my online presence into real sales conversations?” Book: ‘Fanatical Prospecting' by Jeb Blount and ‘The LinkedIn Edge' by Jeb Blount and Brynne Tillman
Discounting, Less than ideal clients, Desperation, Poor positioning, Low sales ? These are all very common sales and business problems. They all have something else in common also though… They can all be solved with one simple thing.. Deal or Lead flow Todays episode is all about prospecting in particular a great book called Fanatical Prospecting by Jeb Blount which I give you some of the highlights from. Definitely worth a “commute length” listen
Cicero once said, "Cultivation of the mind is as necessary as food to the body." Sales is fundamentally a mental game. Your capacity for understanding your prospects at a deeper level and developing creative solutions that solve their problems—that's your winning edge. In a profession where you need to outwit and out maneuver your competitors to win, your ability to think, to truly contemplate and reflect, might be the most underutilized competitive advantage in your sales arsenal. Always Responding. Never Reflecting. Yet most salespeople these days are starving their minds. They're constantly in motion, constantly busy, constantly doing, constantly in front of screens—but rarely thinking. We've created a culture where being busy equals being productive. Most salespeople spend their days reacting to emails, to phone calls, to urgent requests, to the latest fire that needs to be put out. We are always responding, never reflecting. Always moving, never thinking strategically about where we are going. Noise Kills Your Ability to Think William Penn wrote, "True silence is the rest of the mind; it is to the spirit what sleep is to the body, nourishment and refreshment." Think about that for a moment. You wouldn't dream of going weeks without sleep because you know your body would break down. But you regularly go weeks, maybe months, without giving your mind the silence and space it needs to just think and function at its highest level. We live in the age of noise. Constant noise. Digital noise, physical noise, mental noise. Your phone is buzzing with notifications. Your email is pinging every few minutes. Your CRM is demanding updates. Your manager wants reports. Your prospects are texting. Your colleagues and customers are interrupting. We have so many things going on at once and so much noise in our lives that it has become almost impossible to think. All of this noise is killing your ability to think clearly, to make good decisions, to see the big picture, to be the creative and thoughtful professional you were meant to be. Schedule Thinking Time That's exactly why scheduling thinking time is so important. Most people don't take the time to think because they don't feel like they can afford to. Sitting quietly and thinking doesn't feel like work. It feels like you're being lazy. Our culture has programmed us to believe that if we're not visibly doing something, we're not being productive. Likewise, constant stimulation has become a drug. Silence feels uncomfortable because we've forgotten how to be alone with our thoughts. I passionately believe that we must schedule, on our calendars, time for thinking. No distractions, no music, no TV, no laptop, no phone—just you and your thoughts, alone. Notice I said "schedule" it. If you don't put it on your calendar, it won't happen. You'll always find something more "urgent" to do. Thinking Time Taking time to just think is powerful. It slows you down, helps you relax, and frequently generates incredible ideas and inspiration. Thinking time isn't meditation, though it shares some similarities. It's not prayer, though some people find it spiritual. It's simply dedicated time for your mind to process, reflect, and contemplate. The beauty of thinking time is that it can take many forms. The Quiet Corner Think Find a quiet space like your office with the door closed, a park bench, your car in an empty parking lot, or a corner of your home. The location doesn't matter as much as the lack of distractions. Start with just 15 minutes. Don't try to go for an hour right away. Build the habit first, then extend the time. The Walk and Think This is my personal favorite. Take a long walk alone, without music, podcasts, or phone calls. There's something about the rhythm of walking that unlocks creative thinking. Steve Jobs was famous for his thinking walks. Many of his best ideas came while walking around Apple's campus or through his neighborhood. The gentle, repetitive motion of walking seems to free up your brain to make connections it might miss while sitting still. The Shower Think Some of the world's greatest discoveries and business breakthroughs have happened in the shower. There's actual science behind this. The warm water and routine nature of showering creates the perfect environment for what psychologists call "divergent thinking." Your mind relaxes, and suddenly solutions appear. Don't underestimate the power of a long, hot shower for generating breakthrough insights. Archimedes discovered the principle of displacement in his bathtub. The idea to write my blockbuster bestselling book Virtual Selling hit me in the shower. The Commute Think If you have a regular commute, turn off the radio, the podcasts, the music—everything. Use that drive time as thinking time. Obviously, keep your eyes on the road and drive safely, but let your mind wander to your sales challenges, opportunities, and strategies. The Early Morning Think Get up 30 minutes earlier and use that quiet time before the world wakes up. Grab a cup of coffee, sit somewhere comfortable, and let your mind work through whatever needs processing. I do this every morning. It makes all the difference for how I start the day. The Universal Principles of Thinking Time Regardless of which approach you choose, here are the key principles for effective thinking time: Breathe slowly and listen closely to your inner voice. Just like a GPS, it always knows where you are and will tell you when you're on the wrong path or when you're on the right path. Don't force specific thoughts. Let your mind wander. Sometimes the most valuable insights come from unexpected directions. Your brain is incredibly good at making connections when you give it space to work. Eliminate distractions. No phone, no music, no multitasking. This is pure, undiluted thinking time. Keep a notebook nearby. Not to take notes during the thinking time, but to capture thoughts immediately afterward while they're still fresh. Some of your best insights will come in the final moments or right after your thinking session ends. Be patient with the process. Your first few attempts might feel unproductive. That's normal. Your brain needs time to remember how to think without constant stimulation. Gaining Clarity Here's why thinking time gives you such a powerful competitive advantage: While your competitors are running around like chickens with their heads cut off, reacting to everything and thinking about nothing, you're developing clarity, insight, and strategic perspective. You're seeing patterns they miss. You identify opportunities they overlook. You're solving problems they don't even recognize exist. The insights that come from thinking time often seem obvious in retrospect. But they're only obvious after you've taken the time to think them through. I can't tell you how many times I've been stuck on a problem, frustrated and spinning my wheels, only to have the solution become crystal clear during a thinking session. It's like your subconscious mind has been working on the problem in the background, and silence gives it the space to deliver the answer. The Ripple Effects Thinking and contemplating taps you into the amazing power of your mind. The more you practice thinking, the better you get at it and the more ideas, aha moments, and insights you produce. But the benefits of thinking time extend far beyond your sales results. You'll find that you sleep better because your mind isn't racing with unprocessed thoughts. You will make better decisions because you're operating from clarity rather than confusion. Your confidence will build because you'll have a clearer sense of direction. Relationships will improve—both professional and personal—because you'll be more present and thoughtful in your interactions. Your stress and anxiety levels will decrease because you'll be responding to situations from a place of calm consideration rather than knee-jerk reaction. The power of thinking time isn't just about becoming a better salesperson, though you will. It's about becoming a better version of yourself. Everybody wants to stand out and grab the attention of qualified prospects. Learn how to cut through the noise in Jeb Blount's new book: The LinkedIn Edge
LinkedIn expert Brynne Tillman joins us to talk strategies for transforming LinkedIn into a powerful sales tool. Mark and Brynne dive into the cutting-edge advancements in AI and the capabilities of Sales Navigator, all while discussing LinkedIn's ethical stance on AI integration, which equips sales professionals with critical data for pre-call planning. The conversation also tackles LinkedIn's controversial crackdown on bots and automation to ensure a superior user experience. Brynne outlines seven essential searches that tap into the potential of Sales Navigator, revealing how targeted prospecting can drive meaningful connections. The importance of detecting buyer intent on LinkedIn, specifically through job changes, is highlighted, offering a glimpse into more sophisticated signals.
Welcome to Grind Season. This week, we enter the most pivotal period of your entire sales year. From now until mid-December, how you choose to invest your limited time will determine whether you end your year strong, hit your income goals, make it to the winner's circle at President's Club, and start next year with a full pipeline OR wallow in mediocrity, miss your number, and damage your career. Write Your Sales Comeback Story If you're ahead of your goals, this is your time to build an insurmountable lead and give yourself an unfair advantage as you enter next year. Do not rest on your laurels and coast. Grind it out and build a massive pipeline for next year. If you're on track, this is your time to accelerate, finish strong, and propel yourself into the President's Club. If you're behind, this is the time to shift from being defense to offense. Most salespeople who are going to miss their annual quota already know it by now. They can feel it. See it in their pipeline. Sense it in their gut. But what separates winners from losers is that winners use this moment as a wake-up call, not a death sentence. Stop making excuses about market conditions, difficult prospects, or bad luck. Start taking complete ownership of your results and your future. Stop thinking like someone who's behind. Start thinking like someone who's about to write their own sales comeback story. Your energy and confidence level will directly impact your results during Grind Season. If you show up defeated and desperate, prospects will sense it. If you show up confident and focused, prospects will respond in kind, and you will sell more. But whatever your situation, this is not the time to coast. This is the time to get serious about finishing the year strong. The Grind Season Mindset "Grind Season" is more than just a motivational catchphrase—it's a winning mindset grounded in the unglamorous, but essential, embrace of this crucial period with intense focus, hard work, discipline, and consistent, intentional activity. It's about ignoring distractions, drowning out the noise, being stingy with your time, and using every moment of your sales day to identify new opportunities and actively advance those deals through the pipeline. This isn't about activity for the sake of activity. It's about deliberately and proactively getting back to the basics and fundamentals of prospecting and sales at a time in the sales year when it matters. Your Pipeline Reality Check Here's the key gut-check question you must look into the mirror and answer right now: Where do you stand relative to your year-end number, and based on that answer, what will be your next move? To fully answer that question, begin with a pipeline reality check. Your current quota attainment tells you where you've been. Your pipeline tells you where you're going. Far too many sales professionals look at their pipeline and see what they want to see, not what's actually there. This is especially true at this time of year when we allow baggage from the first half of the year to remain in our pipeline, hoping that somehow we might close it. But here's the deal, during Grind Season, hope is not a strategy. The truth is, those deals have been dead for a long time. The stakeholders are ghosting you; they never commit to next steps, and most haven't returned your calls in months. In the words of Sales Gravy University trainer and author Kristie K. Jones, “stalled” is not a step in the sales process. So start by getting brutally honest and ruthless with your current pipeline. First, clean house. Go through every opportunity and ask yourself: "If I had to bet my own money on whether this deal will close by the end of the year, would I take that bet?" If the answer is no, move it out of your active pipeline and replace it with something else. Stop lying to yourself and counting on it for this year's numbers. Second, calculate your real pipeline coverage. Take your remaining quota and multiply it by four. That's how much qualified pipeline you need to finish the year strong. And if you don't have it, get fanatical about building it. Third, assess your pipeline velocity. Get real about how long deals are actually taking to close. This number will tell you exactly when you need to get qualified opportunities into your pipeline to close them before the year ends. You should also use the assessment to find ways to increase velocity and shorten the sales cycle. Recommit to Fanatical Prospecting Too many salespeople are trapped by hope. They hope that inbound leads will be enough, that a few referrals will carry them through, or that their existing accounts will magically deliver new opportunities. Grind Season is the antidote to this passive approach. It demands a recommitment to consistent, high-impact Fanatical Prospecting. This means establishing non-negotiable, daily prospecting blocks with a focus on creating new opportunities with a vengeance. The No. 1 reason for missing quota is an empty pipeline, and the No. 1 reason you have an empty pipeline is that you are not prospecting consistently, using every possible communication channel, every single day. Advance Deals With Unwavering Decisiveness Once an opportunity is in your pipeline, the Grind Season mindset dictates that you move it forward with intention and purpose. This means confidently asking for and securing clear and calendared next-step commitments in every sales conversation. This decisiveness prevents deals from stalling in the pipeline, which you cannot afford at this time of year. Likewise, you cannot afford to waste time with uncommitted buyers or unqualified deals. Do not be afraid to ask tough questions and address objections directly, because this process eliminates tire-kickers and keeps your time and energy focused on truly qualified deals that you can close. Embrace the Grind Season Suck Grind Season is hard. If you want to end your year strong, then you'll have to embrace the suck and accept the discomfort that comes with hard work and running headlong into the grinder of daily rejection. The essence of Grind Season is an unwavering commitment to outworking the competition. It's about the mindset that no one will out-hustle you. For me, this means adopting a "blue-collar" approach to a "white-collar" profession—come in early, stay late, face adversity head-on, and always make one more call. Repeat this daily and you'll gain a significant competitive advantage. Time is Short, Act Now The clock is already ticking on Grind Season. It feels like you have time, but you don't. End-of-year judgment day will be here sooner than you think. This short window of opportunity will close soon, so you have a choice to make right now. You can keep going the way you have been and take what you get OR you can decide that this will be the most focused, disciplined, and productive period of your career. The choice is yours. But whatever you choose, choose it now, because time is running out. And remember, when you're tired, worn out, and ready to go home, always make one more call. Because that one more call might be the one that saves your year. Jeb Blount's new book, The LinkedIn Edge, will give you almost superhuman prospecting powers that will explode your pipeline and your income. Get your copy today.
Lessons on (personal) brand building from 5 years of hosting this podcast. SPONSORS:ChatAE: https://www.chatae.ai/EPISODE LINKS: • 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overviewCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Jesse shares 20 go-to questions for introducing friction in your deals.SPONSORS:ChatAE: https://www.chatae.ai/EPISODE LINKS: • 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overviewCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
EPISODE LINKS: • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overviewCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Renowned fitness and performance coach for sales leaders, Joshua Hulsebosch, has worked alongside industry giants like Jeb Blount and has designed wellness courses for Sales Gravy University. In the first episode of our “Fit for Sale” series, Joshua explains the vital connection between physical fitness and sales success, sharing real-life stories and practical strategies that busy sales professionals can implement to boost their energy, resilience, and overall effectiveness. From sleep routines to stress management and sustainable nutritional habits, Joshua discusses his daily practices that have helped sales leaders overcome challenges like burnout and really get fit for sale! Outline of This Episode [00:00] The impact of sleep deprivation on sales. [04:28] Fitness habits that help you boost energy, focus, and resilience. [06:32] The role physical health plays in managing stress and maintaining motivation. [08:41] Overcoming the common fitness and lifestyle challenges that Joshua sees in sales professionals. [10:46] Recognizing sleep deprivation signs. [13:43] Your environment shapes healthy habits. [17:16] Empowering sales through wellness. Why Physical Health Matters in Sales Picture a top-performing salesperson—a true “A-player.” Now strip away their discipline, consistent energy, ability to manage stress, and problem-solving skills by depriving them of good sleep, nutrition, and exercise. Suddenly, that superstar slips to an “F,” struggling with follow-up, motivation, and closing deals. Now flip the script: add daily exercise, clean eating, stress management techniques, and better sleep. Miraculously, performance rebounds—discipline returns, energy is steady, focus sharpens, and even efficiency improves by 20-30%. These gains come not from new sales tactics, but from foundational health habits. According to Joshua, the energy, discipline, and mental resilience cultivated through fitness can mean the difference between a struggling seller and a sales superstar. Game-Changing Habits for Sales Performance So, what routines set high-achievers apart? For Joshua, maintaining a consistent bedtime is top priority. “The body loves efficiency,” he says. Going to sleep at the same time every night helped him drastically reduce caffeine and sustain focus all day. This “hidden habit” is a simple yet powerful way to elevate performance. Other keystone practices include: Movement for Motivation: Short bursts of exercise—like jumping rope, even in chilly Canadian weather—can clear mental fog and transform procrastination into productivity. Creating Focused Environments: Eliminate distractions with blackout blinds, noise-canceling headphones, and even earplugs to maximize concentration during deep work. Daily Exercise for Resilience: Nearly half the time, Joshua admits he doesn't want to work out—but pushing through builds the mental toughness so crucial in high-pressure sales. Physical Fitness: The Ultimate Stress Management Tool Sales is stressful by nature—quarterly targets, rejection, and the rollercoaster of commission-based pay. Joshua argues that exercise isn't just about looking or feeling good—it's a proven method for regulating and recovering from stress. Regular movement improves posture and confidence (noticeable even to colleagues), and research supports that the same brain areas developed through exercise boost willpower and tenacity. “With exercise, you're not just building muscle, but the part of your brain responsible for willpower and perseverance,” Joshua explains. That toughness translates directly to overcoming difficult calls, bouncing back from setbacks, and sustaining motivation through inevitable ups and downs. The Top Challenges Sales Pros Face—and How to Solve Them Joshua sees three common health challenges among his sales clients: Sleep Deprivation: Chronic lack of sleep can cut sales efficiency by up to 30%. Many underestimate the long-term career cost of pushing through fatigue. Poor Nutrition (Especially Low Protein): Most salespeople don't get enough protein for recovery and sustained energy. Adding more can have profound effects. Overambitious Overhauls: Trying to change everything at once rarely sticks. Joshua advises clients to focus on one small, consistent change—build momentum and add more later. Preventing Burnout Burnout, Joshua says, isn't simply the result of stress, but of insufficient recovery. Think of stressors (like tough quarters) and recovery (like quality sleep and downtime) as a balance. Recovery that matches or surpasses stress leads to growth and development—not collapse. Too little, and you hit rock-bottom burnout, forcing your body—and your career—to a halt. One client lost over 50 pounds in six months, all through small, sustainable habits. The benefits extended far beyond the scale—energy soared, confidence returned, and he embraced opportunities (like public presentations) that once felt daunting. Health changes didn't just transform his body, but also rippled through his sales performance and even inspired his team. Sales isn't just about the numbers—it's about the person behind the numbers. Invest in your well-being, and watch your sales soar. Resources & People Mentioned Sales Gravy Connect with Joshua Hulsebosch Joshua Hulsebosch on LinkedIn Connect With Paul Watts LinkedIn Twitter Subscribe to SALES REINVENTED Audio Production and Show Notes by PODCAST FAST TRACK https://www.podcastfasttrack.com
While your competitors are stuck in voicemail purgatory, a small group of top performers has unlocked a secret pipeline of qualified sales leads. They've discovered how to stop chasing and start attracting, all by generating warm leads through podcast interviews. Not by starting their own shows, but by treating every podcast appearance as a lead generation machine built on conversation and credibility. As Molly Ruland, CEO of Heartcast Media, puts it, "You don't need a hundred new clients tomorrow. Two people who really like you and understand your business talking about you in rooms you're not in can change your pipeline." This mindset shift transforms how you approach every conversation so that it compounds into trust, referrals, and revenue. The Real Problem with Your Pipeline You're sending out hundreds of emails, making dozens of cold calls, and hoping something sticks. It's exhausting—and it rarely produces the kind of relationships that lead to real opportunities. Your prospects don't want to be sold to. They're sick of transactional relationships. They want genuine conversations and solutions from people they trust. This is where most salespeople fail to find a qualified sales lead. They're focused on the sale, not the connection. So what's the alternative? It's learning to treat every podcast appearance as more than just an interview. Done right, podcasts become a warm stage where you can demonstrate expertise, build credibility, and start relationships that turn into pipeline. To make this work, you need a simple, repeatable system—a four-step process that transforms a single podcast conversation into a flow of qualified leads. Step 1: Finding the Right Stage The process is about being smart, not getting famous. You don't need to get on the biggest podcast in the world. You need to get on the right podcast. The right podcast is where your ideal customer profile (ICP) is already gathered, listening, and learning. A show with 50 listeners who are all in your target market is a thousand times more valuable than a show with 50,000 listeners who will never buy from you. How do you find the right podcasts? Ask your best clients what they listen to. Research key influencers in your space. Look for shows that specifically address the problems you solve. Your goal is simple: Find and get on shows hosted by industry connectors, aggregators, and experts who have already earned the trust of your prospects. This allows you to skip the cold outreach and get a warm introduction to your next qualified sales lead. Step 2: The Introduction That Doesn't Sound Like a Pitch Once you've identified your target shows, the next step is getting invited. This is a crucial moment. A generic email won't cut it. You have to craft a message that offers value, not asks for a favor. Your outreach needs to be personalized and direct. Don't talk about how great you are. Talk about the host's audience. Explain why your expertise, insights, or unique perspective will provide undeniable value to their listeners. Reference a specific episode or a past guest to prove you've done your homework. And don't limit yourself to email. LinkedIn is one of the most effective platforms for securing podcast invitations. Sending a thoughtful, personalized LinkedIn message—paired with a strong profile that showcases your expertise—positions you as a credible guest. When a host sees you consistently sharing relevant insights on LinkedIn, your ask feels natural instead of opportunistic. When you offer to help them provide a great episode, you position yourself as a partner. You're not begging for airtime. You're offering a valuable conversation. This approach immediately sets you apart and begins the relationship-building process that is essential to finding a qualified sales lead. Step 3: Mastering the Conversation The interview itself is not a sales call. Your goal is to be a helpful, insightful expert who provides value to the audience and, critically, to the host. The host is your most important qualified sales lead. They are the gateway to the audience you want to reach. Your job is to actively listen, respond with your expertise, and share personal solutions to audience dilemmas. Listen: Pay attention to the host's questions. They're a direct line to what your target market cares about. Ask: Use the opportunity to ask them questions in return, such as “That's a great point, what are you seeing as the biggest challenge with that for your listeners?” Context: Share stories and examples that illustrate how you help clients solve problems. Never say, "My company does X." Instead, say, "I recently worked with a client who faced that exact problem. Here's how we helped them solve it." By the end of the conversation, you've built rapport, demonstrated your expertise, and learned more about the host's business or industry. Step 4: The Follow-Up That Closes the Loop Most people get on a podcast, say thank you, and move on. They let the opportunity die. This is a fatal mistake. The post-interview period is your window to convert that connection into a qualified sales lead. Your follow-up should be systematic and focused on providing continued value. Immediate Thank You: Within 24 hours, send a personal note mentioning a specific part of the conversation you appreciated. The Value-Add: A week or two later, send them a resource, article, or introduction that's relevant to something they mentioned. This proves you were listening and keeps the relationship alive. The Referral Ask: Once the episode airs and you've shared it, ask for a warm introduction. Since they've seen your expertise firsthand, they are in the perfect position to make a powerful referral. The Compounding Effect The power of this strategy isn't in a single transaction. It's in the compounding effect. Every interview builds your authority. You are no longer just a salesperson; you become a trusted expert and a connector in your industry. Every host who interviews you becomes a potential referral source. They are constantly talking to people in your market and can become a powerful advocate for your business. And here's where LinkedIn supercharges the process: every podcast appearance adds depth to your digital footprint. When you share the episode, tag the host, and highlight insights from the conversation, you're signaling to the LinkedIn algorithm who you are and who you serve. Over time, the platform begins showing you to more of the right people—the prospects, buyers, and decision-makers who match your ideal customer profile. This isn't just about closing one deal. It's about building a sustainable, referral-based business that fuels your pipeline for years to come. The Choice Is Yours Most salespeople will keep fighting for attention. They'll read this and call it "too much work." But a select few will embrace the power of conversation. They will turn every podcast interview into a powerful way to find a qualified sales lead. They'll master the art of conversation, follow through with intention, and turn hosts into referral engines. So here's your choice: Keep spinning your wheels, or step onto the right stage and let the conversation do the heavy lifting. If you're ready to take this strategy even further, Jeb Blount's new book The LinkedIn Edge gives you the playbook for turning every conversation—online or off—into a qualified sales lead. Buy your copy today and start building the kind of pipeline your competitors can't touch.
Jesse shares his approach to building pipeline from the closed-lost deals in your territory. EPISODE LINKS: • Re-engagement Email Template: https://www.salesplayers.co/posts/copy-my-re-engagement-email-templateCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • 1:1 Coaching: https://calendly.com/jessewoodbury/paid-coaching-sessionHELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Jesse shares five simple but powerful habits that increase your chances of closing more deals.EPISODE LINKS: • Aug '25 Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-sessionCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • Website: https://jessewoodbury.com/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Jesse shares ideas for getting yourself out there and building your network. EPISODE LINKS:• Order Red Zone Selling by Vince Beese: https://www.amazon.com/dp/B0FLLHQG13 • Aug '25 Only Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-sessionCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • Website: https://jessewoodbury.com/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Jesse shares five side hustles that B2B sellers can launch without leaving their day job. He walks through ideas he's personally tested to turn sales skills into extra income while working full-time in tech sales.EPISODE LINKS: • Aug '25 Only Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-sessionCONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • Website: https://jessewoodbury.com/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Sriharsha (Sai) Guduguntla is the Co-Founder of Hyperbound, an AI Sales Coach. He joins Jesse to share insights into how sellers can use AI to improve their craft. EPISODE LINKS: • Connect with Sai: https://www.linkedin.com/in/sguduguntla/ • Get Hyperbound: https://www.hyperbound.ai/CONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • Website: https://jessewoodbury.com/HELP GROW SP: • Join Sales Players Slack Community: https://www.launchpass.com/saas_sales_players/free • Get a weekly email from SP: https://www.salesplayers.co/ • Subscribe! • Leave a rating, write a review, and share • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Morgan J. Ingram, Chris Orlob, Ian Koniak, Jeb Blount, Brandon Fluharty, Scott Leese, Sarah Brazier, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn, Danny Delvecchio, Tom Slocum, Todd Busler, Richard Harris, Krysten Conner, Dan Goodman, Kris Rudeegraap, Rachit Kataria© Sales Players, LLC
Will AI steal your sales team's jobs? It's the question haunting every sales floor conversation and keeping leaders up at night. But here's the crucial insight: The biggest threat to your team's sales careers lies in misinterpreting AI's role. While the debate rages over robots replacing salespeople, forward-thinking organizations are already embracing "Agentic AI." This isn't your typical automation that just speeds up email sequences. It's a completely different approach that turns AI into your sales team's secret weapon, not their replacement. The companies getting this right aren't asking "How do we cut costs with AI?" They're asking, "How do we make our best salespeople unstoppable?" The answer is reshaping the entire profession, and it's happening faster than you think. Agentic AI is Far From Old-School Automation Most sales leaders think AI is about efficiency, and they're wrong. They think teams will only send more emails, make more calls, and process more leads. That's old-school automation thinking, not agentic AI Agentic AI refers to artificial intelligence systems that can independently make choices and take actions while working toward complicated objectives—all without needing constant human oversight or guidance. As Outreach CEO Abhijit Mitra puts it: Agentic AI engines focus on giving salespeople tools that enhance their strengths and simplify their daily tasks. Agentic AI enhances human judgment. Instead of automating relationships, it deepens them. Your top performers are successful because they make better decisions, read situations more accurately, and build stronger connections. Agentic AI amplifies gives your salespeople superhuman pattern recognition, instant access to contextual insights, and the ability to predict customer needs before prospects even realize them. Your best rep's intuition, backed by AI's analytical power, becomes an unstoppable combination. The Best AI is Custom Built Too many organizations buy the same generic solution their competitors are using and wonder why they're not seeing breakthrough results. Your sales process, market, and customers are unique. Your AI should be, too. Despite often being an expensive investment, custom AI solutions adapt to your specific industry terminology, recognize your unique buying patterns, and align with your particular sales methodology. If your team can't find ways to use generative AI effectively, then they need to read The AI Edge by best-selling author Jeb Blount. If they still struggle to use generative AI effectively, it might be time to invest in custom AI that captures and amplifies your unique competitive advantages. Why Most AI Implementations Fail From the Start Before you get excited about AI magic, be warned: Most AI implementations fail spectacularly. Not because the technology is flawed, but because companies skip the unglamorous groundwork. Your AI is only as good as your data. Garbage in, garbage out is both a tech cliché and the undeniable reason your CRM feels like a digital junk drawer and your sales forecasts are glorified guesswork. Companies that invest in data cleanup before implementing AI see immediate, measurable improvements. It's more than removing duplicate contacts. It's about creating a foundation where AI can learn meaningful patterns about your customers, your market, and your sales process. Poor data quality limits AI performance and makes it downright dangerous. When AI systems learn from incomplete or incorrect data, they amplify those errors across your entire sales process. Your reps start making decisions based on flawed insights, potentially damaging customer relationships and missing opportunities. The lesson? AI transformation is a data governance initiative. Get it right, and everything else becomes possible. How to Manage Your Team's Resistance to Change Picture this: You announce your AI initiative in Monday's sales meeting. Instead of excitement,
Will AI steal your sales team's jobs? It's the question haunting every sales floor conversation and keeping leaders up at night. But here's the crucial insight: The biggest threat to your team's sales careers lies in misinterpreting AI's role. While the debate rages over robots replacing salespeople, forward-thinking organizations are already embracing "Agentic AI." This isn't your typical automation that just speeds up email sequences. It's a completely different approach that turns AI into your sales team's secret weapon, not their replacement. The companies getting this right aren't asking "How do we cut costs with AI?" They're asking, "How do we make our best salespeople unstoppable?" The answer is reshaping the entire profession, and it's happening faster than you think. Agentic AI is Far From Old-School Automation Most sales leaders think AI is about efficiency, and they're wrong. They think teams will only send more emails, make more calls, and process more leads. That's old-school automation thinking, not agentic AI Agentic AI refers to artificial intelligence systems that can independently make choices and take actions while working toward complicated objectives—all without needing constant human oversight or guidance. As Outreach CEO Abhijit Mitra puts it: Agentic AI engines focus on giving salespeople tools that enhance their strengths and simplify their daily tasks. Agentic AI enhances human judgment. Instead of automating relationships, it deepens them. Your top performers are successful because they make better decisions, read situations more accurately, and build stronger connections. Agentic AI amplifies gives your salespeople superhuman pattern recognition, instant access to contextual insights, and the ability to predict customer needs before prospects even realize them. Your best rep's intuition, backed by AI's analytical power, becomes an unstoppable combination. The Best AI is Custom Built Too many organizations buy the same generic solution their competitors are using and wonder why they're not seeing breakthrough results. Your sales process, market, and customers are unique. Your AI should be, too. Despite often being an expensive investment, custom AI solutions adapt to your specific industry terminology, recognize your unique buying patterns, and align with your particular sales methodology. If your team can't find ways to use generative AI effectively, then they need to read The AI Edge by best-selling author Jeb Blount. If they still struggle to use generative AI effectively, it might be time to invest in custom AI that captures and amplifies your unique competitive advantages. Why Most AI Implementations Fail From the Start Before you get excited about AI magic, be warned: Most AI implementations fail spectacularly. Not because the technology is flawed, but because companies skip the unglamorous groundwork. Your AI is only as good as your data. Garbage in, garbage out is both a tech cliché and the undeniable reason your CRM feels like a digital junk drawer and your sales forecasts are glorified guesswork. Companies that invest in data cleanup before implementing AI see immediate, measurable improvements. It's more than removing duplicate contacts. It's about creating a foundation where AI can learn meaningful patterns about your customers, your market, and your sales process. Poor data quality limits AI performance and makes it downright dangerous. When AI systems learn from incomplete or incorrect data, they amplify those errors across your entire sales process. Your reps start making decisions based on flawed insights, potentially damaging customer relationships and missing opportunities. The lesson? AI transformation is a data governance initiative. Get it right, and everything else becomes possible. How to Manage Your Team's Resistance to Change Picture this: You announce your AI initiative in Monday's sales meeting. Instead of excitement, you're met with crossed arms, skeptical looks, and the kind of silence that screams "we're updating our résumés tonight." Your top performer, Linda, who's been crushing quota for three years, is wondering if a machine will soon do her job better. Your veteran rep, Mike, who built his career on relationship-building and gut instinct, feels like you're asking him to trust a calculator over his 20 years of experience. Your newer reps are caught between fear and curiosity. Will AI help them catch up faster, or will it expose their inexperience? This emotional rollercoaster isn't unique to your team. It's happening in sales organizations everywhere, and it's completely normal. Your people are worried and questioning their professional identity and future security. As a sales leader, you need to address these emotional barriers to AI adoption. Your team needs to feel safe to experiment, fail, and learn. This means creating an environment where questions are welcomed, mistakes are learning opportunities, and success is celebrated publicly. Start with transparency. Share your vision for how AI will enhance their roles, not replace them. Be specific about what AI will handle (data analysis, pattern recognition, administrative tasks) and what humans will still own (relationship building, creative problem-solving, strategic thinking). Be clear about expectations. Yes, they'll need to develop new skills. Yes, they'll need to adapt their approaches. But emphasize that this evolution actually elevates the profession by allowing them to focus on high-value activities that directly impact customer success. The Evolution of Sales Roles AI will fundamentally reshape what it means to be a salesperson. This transformation won't happen overnight, but it will be profound. The administrative and analytical aspects of sales will increasingly be handled by AI, freeing your team to focus on relationship building, strategic thinking, and creative problem-solving. Your salespeople will spend more time on high-value activities that directly impact customer success, like understanding complex business challenges, crafting tailored solutions, and building long-term partnerships. This AI evolution requires continuous learning and skill development. Your sales professionals will need to become more comfortable with data interpretation, more sophisticated in their use of technology, and more strategic in their approach to customer relationships. Your 90-Day Action Plan for Successful AI Implementation Successful AI implementation requires a strategic approach. Here's your roadmap for getting it right: Phase 1: Foundation Assessment Audit your current data quality across all systems (CRM, marketing automation, customer service) Identify your top 3 sales performance metrics that AI could impact Survey your team anonymously about their AI concerns and expectations Benchmark your current sales process efficiency and effectiveness Phase 2: Data Preparation Launch a data cleanup initiative with clear ownership and deadlines Standardize contact fields, deal stages, and activity tracking Integrate data sources into a unified view Phase 3: Solution Selection and Customization Define your specific AI use cases (lead scoring, conversation analysis, forecasting) Evaluate vendors based on customization capabilities, not just features Run pilot tests with 2-3 solutions using real data Negotiate contracts that include extensive customization and training Phase 4: Pilot Implementation Start with your most AI-curious reps, not necessarily your top performers Implement in one specific area (prospecting, deal progression, or customer expansion) Create daily feedback loops to capture what's working and what isn't Document concrete wins and share them with the broader team The Bottom Line AI won't replace salespeople who master it. It'll replace salespeople who don't. If you stall debating whether AI is worth the investment, your competitors will build an unfair advantage. Their reps will close deals faster, predict customer needs with scary accuracy, and cultivate relationships that your team can't match. The sales leaders who embrace human-AI collaboration will dominate their markets. The ones who wait will spend the next five years playing catch-up. The best AI tips and tactics are inside best-selling author Jeb Blount's The AI Edge. Pick it up today.
Here's a question that'll keep you up at night: What do you do when your emotions are sabotaging your sales performance? That's the exact challenge posed by Kurt O'Donnell and the sales team from Joyland Roofing in Lancaster County, Pennsylvania. They're crushing it—doing $10 million in revenue with individual reps generating $2 million each—but they identified a critical weakness that could derail their ambitious goal of hitting $100 million in 10 years. Kurt put it perfectly: "We need to actually learn how to read ourselves better and just be consistent. Emotionally consistent, even when everything else can heave around us. How do I show up at the door and be that consultant... and not just kind of be desperate because I had a few bad calls?" If you're nodding your head right now, you're not alone. Emotional inconsistency is the silent killer of sales careers, and it's costing top performers millions in lost revenue. The Hidden Performance Killer: Your Emotional State Most sales training focuses on techniques, scripts, and closing strategies. But here's the brutal truth: Your emotional state in the moment of truth determines your success more than any other factor. Think about it. You can have the perfect pitch, flawless product knowledge, and ironclad objection handling skills, but if you walk into that appointment carrying the baggage from your last three rejections, you're dead in the water before you even ring the doorbell. Your prospects don't know about your bad morning. They don't care that the last homeowner beat you up on price or that your competitor just undercut you again. All they know is the energy you bring to their front door—and that energy determines whether they trust you enough to invite you in. The Compartmentalization Imperative The first skill every elite salesperson must master is emotional compartmentalization. Here's how to think about it: That homeowner you're about to meet? This is the only conversation they're having with your company today. They don't know about your other appointments, your wins, your losses, or your quota pressure. To them, you represent their entire experience with your organization. More importantly, their home is their biggest asset—the most valuable thing in their life. When they're considering a roof replacement or new windows, they're not just buying a product; they're making an emotional decision about protecting what matters most to them. Their emotional experience with you is more predictive of the outcome than any other variable. People buy you first, then they buy your product. They buy you because they feel like you care about them, that you listen to them, that you understand them, and that they can trust you. That doesn't happen if you show up desperate, distracted, or carrying emotional baggage from previous calls. Process Goals vs. Outcome Goals: The Mental Reset The difference between average performers and elite closers comes down to one thing: focus. Average performers obsess over outcome goals. They walk up to the door thinking, "I need to close this deal." When they've had a few bad calls, they skip the relationship-building and go straight to pitch mode because they're desperate for a win. Elite performers focus on process goals. They have a systematic approach: "I'm going to greet them this way, connect like this, ask these discovery questions, present like this, and ask for the business using this method." They trust the process because they know it works. When you focus on running your process perfectly, you give yourself the highest probability of getting the desired outcome. Sometimes the putts go in, sometimes they don't—but you ran the process every time. As one wise salesperson once said: "If you try to control the outcome, you're not going to get the outcome you're looking for. If you trust the process and trust yourself, you're typically going to get the outcome you're looking for." Your Mobile Reset Strategy Here's a practical question: What's coming out of the speakers in your truck between appointments? If you're listening to the news, you're filling your mind with negativity. If you're listening to sports radio while thinking about your next call, your focus is scattered. But if you're listening to sales training content, motivational audiobooks, or fanatical prospecting techniques, you're programming your mind for success. Your drive time between appointments is prime real estate for mental conditioning. Use it to stay focused, positive, and sharp. The Power of Self-Talk The conversation happening in your head determines everything. When you mess up a call or get rejected, what are you saying to yourself? Most salespeople spiral into negative self-talk: "I'm terrible at this. I can't close anything. This customer was never going to buy anyway. Maybe I'm not cut out for sales." Elite performers catch themselves in that spiral and flip the script: "I can do this. I'm getting better every day. That last call was just practice for this next one. I'm going to slow down, stick to my process, and deliver value." It sounds simple, but changing your internal dialogue is one of the most powerful performance improvements you can make. Your mind believes what you tell it—so tell it something that serves your success. Building Your Support System When all else fails, phone a friend. Having teammates you can call between appointments to reset your mindset isn't weakness—it's professional. The best sales organizations create cultures where reps lift each other up instead of competing against each other. Build relationships with colleagues who can talk you off the ledge when you're spiraling. Sometimes all it takes is hearing someone say, "You've got this. That last call doesn't define you. Go show them what you're made of." The Scottie Scheffler Standard Your goal is to become the Scottie Scheffler of your industry—calm, cool, and consistent regardless of what's happening around you. That doesn't mean you don't feel emotions; it means you don't let those emotions dictate your performance. Every appointment is a fresh start. Every prospect deserves your best self. Every interaction is an opportunity to demonstrate the professionalism and expertise that separates you from your competition. When you master emotional consistency, everything else becomes easier. Your objection handling improves because you're not defensive. Your closing gets stronger because you're confident rather than desperate. Your relationships deepen because you're genuinely focused on serving your prospect rather than serving your quota. Your Action Plan If you're ready to stop letting your emotions sabotage your sales performance: Develop your reset routine. What will you do between every call to clear your head and refocus? Make it systematic and stick to it religiously. Master compartmentalization. Each prospect gets a fresh, fully-engaged version of you. Their experience with you is their entire experience with your company. Focus on process, not outcomes. Perfect your sales methodology and trust it to deliver results over time. Control your inputs. What you listen to, read, and consume between calls directly impacts your mindset and performance. Build your support network. Identify colleagues who can help you reset when you're struggling. Monitor your self-talk. Catch negative spirals early and redirect them toward confidence and competence. The Bottom Line Your technical skills might get you in the door, but your emotional state determines whether you walk out with a signed contract. Master your inner game, and your outer results will follow. Stay emotionally consistent, trust your process, and watch your closing ratio soar. That's how you build a championship sales career. That's how you dominate your market. And that's how you turn emotional intelligence into competitive advantage. Jeb Blount's bestselling book Sales EQ: How Ultra High Performers Leverage Sales-Specific Emotional Intelligence to Close the Complex Deal helps guide salespeople through the many hurdles that many struggle with in building authentic relationships with prospects. Download our free Sales EQ Book Club Guide HERE.
Here's a question that exposes one of the most dangerous myths in modern sales: How do you set the right pipeline creation target to consistently hit quota? That's exactly what Maryellen Soriano from New Jersey asked when she called into Ask Jeb. After crushing 134% of quota in her first year selling EdTech solutions—transitioning from owning her own childcare center to selling back into that same industry—she was being told she needed 11X pipeline to maintain her success. If that number made you cringe, you're not alone. The obsession with pipeline multipliers is creating more problems than it's solving, and it's time we had an honest conversation about what actually drives predictable revenue. The Pipeline Myth That's Killing Your Forecast Most sales teams are drowning in fake pipeline, and it's destroying their ability to forecast accurately. Leadership teams, especially in tech companies, consistently miss their numbers quarter after quarter because they're obsessed with one question: "How much pipeline do we have?" The real question should be: "How clean is our pipeline?" Would you rather have 11X pipeline filled with lottery tickets, or 2X pipeline packed with qualified buyers? The answer should be obvious, but somehow we keep chasing vanity metrics instead of focusing on what converts. Here's the brutal truth: All pipeline opportunities are not equal. Two Approaches to Pipeline Creation There are two ways to approach pipeline creation, and only one of them actually works consistently. Approach #1: Maximum Daily Prospecting (The Proven Method) Don't worry about how big your pipeline is. Worry about how much prospecting you're doing, and run on a daily cadence of prospecting that maxes out the time you can spend every single day. Prospect every day, every day, every day. I have a block of time every morning for prospecting. Then I'm prospecting during any gap during the day. If there's time between meetings, I'm doing outreach. Every single day I'm prospecting to the very max that I have time to prospect. When you do this, you don't have to worry about pipeline size because it takes care of itself. You never get on the desperation roller coaster because you never stop feeding the machine. Approach #2: Pipeline Multiplier Obsession (The Broken Method) This is where leadership teams fixate on having "5X pipeline" or "11X pipeline" because they think more is better. The problem? As soon as reps think they have "enough" pipeline, they quit prospecting. Then reality hits when half those opportunities were pipe dreams. The Science of Pipeline: The Law of Replacement If you want to look at pipeline like science rather than hope, you need to understand the Law of Replacement: You need to replace opportunities in your pipeline at a rate that is equal to or greater than your closing ratio. Let me give you a real example of how this works. In a previous role, I had my numbers dialed in perfectly: I knew I needed 10 first-time appointments every week About 50% would move to follow-up appointments (5 deals) I'd close about 20% of those follow-ups (1 deal per week) It took me about 20 prospecting touches to generate 2 first-time appointments Working backwards from one closed deal per week, I knew exactly what I needed to produce in terms of prospecting activity and first-time appointments to feed my pipeline consistently. If I didn't replace the deals that fell out every single week, I'd eventually end up with nothing. What Makes a Real Pipeline Opportunity Here's where most organizations get it completely wrong. They're stuffing their CRM with anything that moves and calling it "pipeline." A real pipeline opportunity requires a conversation. It's not a form fill or a marketing lead or something someone else talked to and dumped in your CRM. You need to have qualified it yourself and made a decision that it belongs in your pipeline. At Sales Gravy, we generate more than a thousand leads per month. Most of those don't go directly into the pipe because nobody had a conversation with them. They go to the sales team for vetting and qualifying first. The only leads that go straight into the pipeline are our "hot" leads. People who come in saying, "I have 30 salespeople and I need Fanatical Prospecting training right now." Those people have pre-qualified themselves, and we close about 90% of them. The Win Rate Reality Check If you're running win rates against junk that marketing stuffed into your pipeline, those numbers are meaningless. Your win rate should be calculated against deals you sent written offers to buy. Here's how I define a real win rate: Number of deals closed divided by number of proposals given. Until you give someone a proposal, you haven't asked them to buy. Everything before that is just conversation. How to Build Predictable Pipeline When you're ready to get scientific about your pipeline, here's the formula: 1. Define Your Time Period Look at your pipeline on a 60-90 day rolling period, depending on your sales cycle. Don't try to forecast a year out if your deals close in 60 days. 2. Assign Real Revenue Numbers Every opportunity needs an accurate revenue number. Don't inflate deals to hit your multiplier target—that's just lying to yourself. 3. Calculate Probability by Deal, Not by Stage Your CRM stages are fiction. A deal in "discovery" isn't automatically 50% likely to close. Look at the evidence for each individual deal and assign probability based on what you actually know about their buying process, budget, and timeline. 4. Do the Math Take your pipeline revenue and multiply by the probability of each deal closing. That's your real forecast for the period. Get disciplined about this process, and you'll find you can predict your results with scary accuracy. The Daily Discipline That Changes Everything Here's what separates elite performers like Maryellen from everyone else: They maximize their prospecting time every single day, regardless of how their pipeline looks. When you hit 134% of quota, nobody cares what your pipeline multiplier was. They care about results. The most effective approach is simple: Block time every morning for prospecting. Fill gaps throughout the day with outreach. Follow your proven process religiously. Never stop feeding the machine. Stop Playing Pipeline Games Most sales teams are playing games with their pipeline instead of focusing on what actually matters. They're: Stuffing CRMs with unqualified leads to hit multiplier targets Chasing deals that were never real opportunities "Checking in" on pipe dreams instead of prospecting for new business Missing forecasts because their pipeline was built on hope, not evidence Your Action Plan If you're a sales rep: Maximize daily prospecting time regardless of current pipeline size. Know your real closing ratios based on actual proposals, not marketing leads. Be ruthless about qualification before putting deals in your pipeline. Track what matters: first-time appointments, conversion rates, and revenue per proposal. If you're a sales leader: Stop obsessing over pipeline multipliers and start focusing on pipeline quality. Don't let marketing stuff your CRM with unqualified leads that skew your metrics. Coach reps on qualification standards rather than just demanding more pipeline. Measure probability by deal evidence, not by arbitrary stage percentages. The Bottom Line Pipeline multipliers are vanity metrics that create false confidence and poor forecasting. Clean pipeline built through daily prospecting discipline and rigorous qualification creates predictable revenue. The Law of Replacement isn't just a concept—it's your lifeline. Master it, and you'll never worry about pipeline size again. Ignore it, and you'll ride the desperation roller coaster every quarter. Your commission check doesn't care about your pipeline multiplier. It only cares about one thing: Did you close the deal or didn't you? The next time someone asks about your pipeline, don't tell them how big it is. Tell them how clean it is. Because clean pipelines close deals, and dirty pipelines just create false hope. Learn the keys to developing a Fanatical Prospecting Mindset in Jeb Blount's course: Fanatical Prospecting Essentials
Have you ever been working on a deal where you had this feeling, this intuition, this Spidey sense—something in the back of your mind telling you that this wasn't going to close? That you were going to waste your time? Maybe you had one of the stakeholders who was against you—an enemy. There was a naysayer who kept calling you out. Perhaps the stakeholders weren't engaged, or the incumbent vendor was so integrated into the organization that it would be very difficult to displace them. Whatever the case, you knew in the back of your mind that you weren't going to close the deal. But you kept working on it anyway. You rode that puppy to the ocean floor like the Titanic that it was. If you've done this, and I know you have, take heart because we've all been there. We've all had these situations, and we've later regretted them. Top Sales Pros are Quick to Walk Away From Bad Deals One of the traits of Ultra-High Performers that has always been true is that they're very quick to walk away from a deal they can't close—a deal where they've concluded that the probability of winning is so low it doesn't meet their threshold. The reason Ultra-High Performers walk away from deals like this is simple: They know that the greatest waste of their time is investing it with the wrong prospect. The time they invest in a prospect that's not going to close is money down the drain, because it's time they can't focus on a deal that will close. But average salespeople? They hang on—hoping against hope that somehow, miraculously, things will turn around. In sales, awareness matters. You must always know where the exit is. There are two primary reasons why salespeople work on deals that are never going to close. Understanding these reasons is the first step to avoiding the trap. Reason #1: The Failure to Qualify Properly Too often, qualifying is treated like a one-and-done activity. We qualify the opportunity against our ICP. We qualify the numbers, budget, timing, urgency, and whether we're talking to a decision-maker with buying authority. These are all quantifiable metrics that we can measure and check off our list. But Ultra-High Performers take qualifying to the next level. Rather than making it a quick process, they understand that qualifying is never done. It's an ongoing process of awareness that keeps you tethered to reality in every deal. And their top qualifier, once they've checked off the must-haves, is engagement. Are the stakeholders engaged? Are they leaning in? Are they matching your effort, answering questions, and working collaboratively with you? It's okay that there are some stakeholders who may be naysayers. That's normal in complex deals. But if you've got stakeholders who are enemies—people who are actively working against you—then your deal might be a bridge too far. Engagement is my No. 1 qualifier. I'm constantly asking questions and giving stakeholders things to do to see whether or not they're engaged. If they're not engaged, I walk away because lack of engagement is a clear signal that you are not going to close the deal. Reason #2: An Empty Pipeline This brings us to the second reason salespeople stay in bad deals—desperation born from an empty pipeline. On Friday, Dennis J. Walker, who is a benefits consultant with USI, posted something on LinkedIn that perfectly captures this dynamic. Here's exactly what he wrote: Jeb Blount regularly states that you can't be delusional about your pipe, your prospects, your efforts, etc and be successful as a salesperson. This week one of the larger deals in my pipe definitely didn't progress the way I wanted- and it turns out one of the executives is what I call a "deal enemy" - he was actively working against me and my team. The last two meetings I've had with him tipped me off this could be the case; this week we had an incident that indicated he was actively working against us. Because my pipe is full?
Have you ever been working on a deal where you had this feeling, this intuition, this Spidey sense—something in the back of your mind telling you that this wasn't going to close? That you were going to waste your time? Maybe you had one of the stakeholders who was against you—an enemy. There was a naysayer who kept calling you out. Perhaps the stakeholders weren't engaged, or the incumbent vendor was so integrated into the organization that it would be very difficult to displace them. Whatever the case, you knew in the back of your mind that you weren't going to close the deal. But you kept working on it anyway. You rode that puppy to the ocean floor like the Titanic that it was. If you've done this, and I know you have, take heart because we've all been there. We've all had these situations, and we've later regretted them. Top Sales Pros are Quick to Walk Away From Bad Deals One of the traits of Ultra-High Performers that has always been true is that they're very quick to walk away from a deal they can't close—a deal where they've concluded that the probability of winning is so low it doesn't meet their threshold. The reason Ultra-High Performers walk away from deals like this is simple: They know that the greatest waste of their time is investing it with the wrong prospect. The time they invest in a prospect that's not going to close is money down the drain, because it's time they can't focus on a deal that will close. But average salespeople? They hang on—hoping against hope that somehow, miraculously, things will turn around. In sales, awareness matters. You must always know where the exit is. There are two primary reasons why salespeople work on deals that are never going to close. Understanding these reasons is the first step to avoiding the trap. Reason #1: The Failure to Qualify Properly Too often, qualifying is treated like a one-and-done activity. We qualify the opportunity against our ICP. We qualify the numbers, budget, timing, urgency, and whether we're talking to a decision-maker with buying authority. These are all quantifiable metrics that we can measure and check off our list. But Ultra-High Performers take qualifying to the next level. Rather than making it a quick process, they understand that qualifying is never done. It's an ongoing process of awareness that keeps you tethered to reality in every deal. And their top qualifier, once they've checked off the must-haves, is engagement. Are the stakeholders engaged? Are they leaning in? Are they matching your effort, answering questions, and working collaboratively with you? It's okay that there are some stakeholders who may be naysayers. That's normal in complex deals. But if you've got stakeholders who are enemies—people who are actively working against you—then your deal might be a bridge too far. Engagement is my No. 1 qualifier. I'm constantly asking questions and giving stakeholders things to do to see whether or not they're engaged. If they're not engaged, I walk away because lack of engagement is a clear signal that you are not going to close the deal. Reason #2: An Empty Pipeline This brings us to the second reason salespeople stay in bad deals—desperation born from an empty pipeline. On Friday, Dennis J. Walker, who is a benefits consultant with USI, posted something on LinkedIn that perfectly captures this dynamic. Here's exactly what he wrote: Jeb Blount regularly states that you can't be delusional about your pipe, your prospects, your efforts, etc and be successful as a salesperson. This week one of the larger deals in my pipe definitely didn't progress the way I wanted- and it turns out one of the executives is what I call a "deal enemy" - he was actively working against me and my team. The last two meetings I've had with him tipped me off this could be the case; this week we had an incident that indicated he was actively working against us. Because my pipe is full? I can walk away from this (probably very bad) deal at a dysfunctional company and not worry about hitting my sales goal. With their current leadership, they'll be a terrible client. Helping them will be painful. And I know I can help them with creativity, doing things differently, and giving them a lot of what they want and have at better pricing and higher quality. But I'm not freaking out. Because I have 15 other prospects, three that are advancing well, and about a dozen additional companies with buying windows later this year or early next. The Psychology of Pipeline Abundance When your pipeline is thin, every prospect feels like life or death, leading to poor decisions and desperate behavior. You cling to bad deals because they're all you have. When you're desperate, you get delusional. And when you get delusional, you lose perspective. You become unable to see the truth, so you keep working on a deal that's never going to close—even though your intuition and everyone around one are telling you to walk away. The Power to Walk Away from Bad Deals What strikes me most about Dennis' story is the psychological shift that happens when you're selling from a position of abundance versus scarcity. A robust sales pipeline is about more than numbers—it's about the freedom to make better decisions. When you invest in building a pipeline, if you're prospecting every single day, if you're out there talking with people—knocking on doors, picking up the phone, working LinkedIn, doing the hard work of filling your funnel—then when you get that Spidey sense that you should be walking away from a deal, it's a lot easier to find the exit. It's a lot easier to pull out of that deal because you know you have lots of other options. You gain clarity. You can see the situation for what it really is instead of what you desperately need it to be. How many of us have stayed in toxic sales situations simply because we didn't have better options lined up? Whether you're in sales, consulting, or running your own business, this principle applies universally. A strong pipeline helps you maintain your standards and allows you to focus on clients who truly value what you bring to the table. How to Recognize Bad Deal Warning Signs So what are the warning signs that you should be looking for? When should your internal alarm bells start going off? Lack of Engagement: Stakeholders aren't returning calls promptly, they're not asking questions, they're not doing the homework you give them. They're treating you like a vendor, not a partner. Internal Politics: You discover there are significant internal battles you weren't aware of, or you realize you're being used as leverage against an incumbent or preferred vendor. Moving Goalposts: Requirements keep changing, timelines keep shifting, and new stakeholders keep appearing who weren't a part of the original process. Budget Issues: The budget that was "approved" suddenly needs "additional review," or you're being asked to match prices that seem unrealistically low. Decision-Making Dysfunction: The decision-making process is unclear, constantly changing, or involves people who refuse to meet with you. Your Gut: Sometimes you just know. That intuition, that Spidey sense—don't ignore it. Your subconscious is picking up on signals your conscious mind hasn't fully processed yet. Situational Awareness Matters in Sales Take a look at the deals you're working on right now. If you're working on an opportunity that everything inside you says is not going to close, if the people around you are telling you it's not going to close, maybe it's time to pick up your sticks and walk away. And if you don't feel like you have the ability to walk away, perhaps it's time to take a deeper, harder look at your pipeline and decide whether prospecting is your issue—not the fact that you've got bad deals in your pipe. Remember, in complex deals, situation awareness matters. You must always know where the exit is. And the best exit strategy is having so many options that walking away from bad deals becomes easy. Top sales pros don't just know where the exit is, and they're not afraid to use it. Hear more about how Ultra-High Performers sniff out bad deals on the Sales Gravy Podcast.
Stu Heinecke shares fun and unconventional methods to reach VIPs.— YOU'LL LEARN — 1) The secret behind Stu's 100% response rate 2) The master key to grabbing people's attention 3) What AI can and can't do for your outreachSubscribe or visit AwesomeAtYourJob.com/ep1063 for clickable versions of the links below. — ABOUT STU — Stu Heinecke is a Wall Street Journal cartoonist, Hall of Fame-nominated marketer and author. Heinecke discovered the magic of "Contact Marketing" early in his career, when he launched a Contact Campaign to just two dozen Vice Presidents and Directors of Circulation at the big Manhattan-based magazine publishers. That tiny $100 investment resulted in a 100% response rate, launched his enterprise and brought in millions of dollars worth of business. Heinecke is the host and author of the How To Get A Meeting with Anyone podcast and blog, and founder and president of Contact, a Contact Marketing agency, and cofounder of Cartoonists.org, a coalition of famed cartoonists dedicated to raising funds for charity, while raising the profile of the cartooning art form. He lives on an island in the pristine Pacific Northwest with his wife, Charlotte, and their dog, Bo. • Book: Get the Meeting!: An Illustrative Contact Marketing Playbook • Book: How to Get a Meeting with Anyone, Updated Edition: The Untapped Selling Power of Contact Marketing • Book: How to Grow Your Business Like a Weed: A Complete Strategy for Unstoppable Growth • LinkedIn: Stu Heinecke• Website: StuHeinecke.com — RESOURCES MENTIONED IN THE SHOW — • Book: The AI Edge: Sales Strategies for Unleashing the Power of AI to Save Time, Sell More, and Crush the Competition by Jeb Blount and Anthony Iannarino • Previous episode: 503: How to Get a Meeting with Anyone with Stu Heinecke — THANK YOU SPONSORS! — • Strawberry.me. Claim your $50 credit and build momentum in your career with Strawberry.me/AwesomeSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.