The Sales Evangelist

AI is changing sales fast. But is it actually replacing salespeople, or is it exposing the sellers who never developed real strategy skills? That's the question I explore in this conversation with John Stopper.John and I get into the difference between sales tactics and sales strategy, why AI can sometimes give sellers the wrong picture of a buyer, and why getting closer to the people involved in a deal can make the difference between winning and losing. We also talk about how sales teams can use AI to identify deal risks instead of simply using it to write more emails.Why AI Makes Sales Strategy More ImportantAI can teach people sales tactics, but strategy requires a deeper understanding of the situation.Tactics focus on how to sell, while strategy focuses on who, what, when, where, and why.AI can help sellers execute many tactical tasks, but sellers still need to decide which approach fits the buyer and the situation.Strong sales strategy starts with understanding customers and what will actually compel them to buy.The goal is to choose the right strategy based on the conditions of the deal.Tactics vs. Strategy: The Baseball Analogy — 03:38Knowing how to throw every pitch does not mean you know which pitch to throw.A baseball pitcher may have four or five pitches available.The right pitch depends on the batter, pitch count, runners on base, and inning.Sales works the same way. The skill is not just knowing the sales playbook but knowing which strategy to use in the moment.Choosing the right strategy can improve your position, accelerate velocity, and compress time.The Principle of Reality: Don't Trust Every AI Answer AI can give both buyers and sellers information that does not accurately reflect the current situation.Buyers can use AI to research a salesperson or company before the first conversation.Sellers can also build their account research around outdated or incomplete information.A polished AI summary can create false confidence if it does not reflect what is actually happening.Sellers should verify their assumptions instead of treating AI research as unquestionable fact.How to Surface Reality With Better Questions The first sales conversation is an opportunity to check whether both sides are working from the right information.Ask the buyer what their AI research has shown them about your company, product, or you.Share what your research has shown you about their company and ask whether you have it right.Use the conversation to identify what is missing from your research.Verify the situation before choosing your sales strategy.Different Buyers Require Different StrategiesThe right message depends on the person you are selling to.End users often care about doing their jobs faster, better, or cheaper.Managers may care more about how a solution affects their team and the risks involved.Executives are more likely to focus on strategic growth and business outcomes.Sellers need to understand the buyer's role before deciding what value to emphasize.The Principle of Proximity: Get Closer to the Buyer “Proximity sells” because sellers need to understand the buyer's world deeply enough to bring useful insight.Proximity is not about becoming the buyer's friend.It means understanding the buyer's business and seeing things from both inside and outside perspectives.Sellers should get close to the people who can influence the deal, not only the person who can approve it.Outside experience can help sellers bring insights the buyer may not have considered.Find the People Who Can Say No A deal can have strong champions and still fail because someone else inside the organization has the power to stop it.Identify the people who may resist the purchase.Ask your champion who in the organization could have concerns about the solution.Reach out to those people directly instead of waiting for their objections to appear later.Address potential resistance before it becomes a deal-ending problem.Use AI to Identify Deal Risk AI can be useful when it helps sellers think through what could go wrong.Ask AI to research the people and roles that may resist a purchase.Identify possible objections and resistance points before they appear.Continue updating the research as the deal progresses because new risks can emerge.Use AI to help build a deal strategy around what could prevent the deal from closing.Bridging Strategy: Build Relationships Across the Account One salesperson should not have to carry every relationship in a complex B2B deal.Sales managers can connect with the buyer's manager.Product leaders can connect with the buyer's technical leaders.CEOs can connect with other executives when the situation calls for it.Each person can carry a message that matches their role and expertise.Multiple relationships can help both companies become more familiar with each other.Why Executives Still Have a Role in Selling Executive involvement can be part of the sales process, especially when selling complex solutions.Executives have revenue responsibilities too.A salesperson can prepare an executive with the person's profile, the situation, the message to communicate, and the information to bring back.AI can take more operational work off the team's plate.That creates more room for leaders to spend time with customers and support revenue-generating conversations.Salespeople Need to Become Strategists As AI makes more sales information and tactics available, the ability to create useful insight becomes more important.AI has reduced the advantage that once came from simply knowing sales tactics.Sellers need to know how to use information, not just access it.The goal is to tell buyers something they do not already know.Strategy determines what insight to deliver, when to deliver it, and who should deliver it.Human-to-Human Selling Still Matters AI and digital tools should not replace direct conversations with buyers.At minimum, sellers should use video calls when meeting in person is not possible.Direct conversations can help uncover what digital research misses.Meeting a buyer in person can build trust and show a willingness to make an effort.Sales still depends on human relationships, especially when decisions are complex.Key Quote from the Episode“AI has commoditized a lot of that advantage. So now to me, selling and strategy is about how can I tell them something they don't know?” — John StopperResources:John Stopper: johnstopper.comJohn's website also offers a free, no-obligation deal strategy report. Submit a company you are trying to sell to, and he will run it through his COMPASS system and provide a deal strategy report.Email: J Stopper at Northstore.com LinkedIn: John StopperSponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast,

Connection rates have dropped roughly five times since before COVID.If ten percent of your calls used to turn into a conversation, you're probably closer to two now.David Zeff, CEO of Whistle, runs an agency that makes cold outreach work for 350-plus B2B clients, and he broke down exactly what's changed, what hasn't, and the parts of outbound most people are too embarrassed to actually do.Why Connection Rates Have Collapsed Since COVIDDavid's headline stat: connection rates have dropped roughly five times since the early 2010s. If a rep used to get a conversation on ten percent of calls, that number is closer to two percent now.That drops compounds. Fewer conversations means fewer meetings booked from the same amount of effort, cutting a rep's effective output roughly in half even before factoring anything else in.He points out that most investors and boards setting revenue benchmarks don't actually understand how much this single number has shifted, which means the targets built on top of it are often unrealistic from the start.The Four Things Whistle Screens For Before Taking a ClientWhistle turns away clients the way a lawyer might turn down a case they can't win. David treats a signed client as the start of the real work, not the finish line.First: does the founder actually know their ICP? If they're still deciding between multiple very different buyer types, that's a major warning sign.Second: is the total addressable market big enough to support a real sales motion, since a market of a few hundred accounts with multi-year sales cycles isn't a fit for most outbound efforts.Third and fourth: is there real marketing support behind the sales effort, and does the product have any real moat, since neither one used to be a dealbreaker a decade ago the way they are now.The New Risk: Can Your Prospect Just Build It Themselves?David's newest red flag: prospects increasingly ask themselves whether they could just build a simple version of the product using AI tools instead of buying it.His own team has looked at some clients' products recently and had the same reaction: this looks like something built quickly with AI, which means the prospect is likely to think the same thing.Sellers need a clear, early answer to that question, since it's showing up at the very top of the funnel now, not just at the negotiation stage.Why Cold Email Copy Isn't the Real StoryProspects often ask David to see a sample of Whistle's email copy, expecting the wording itself to explain the results.His answer is always the same: seeing the email is like seeing the cheese and asking how that made the pizza. The copy alone leaves out everything that actually got the message opened and read in the first place.Highly personalized details, like referencing someone's favorite sports team, used to work well on their own. David is direct that this stopped being enough years ago, even though it still gets attention on LinkedIn as a screenshot-worthy tactic.Stop Separating the Brand From the PeopleDavid points to Gong as the company that got this right early: during the shift to remote work, they made individual employees visible instead of hiding behind the company logo, including putting reps on billboards.B2C brands have leaned on individual personalities for a long time. B2B is only catching up to that now, and companies that keep everything behind a logo are giving up a real advantage.Donald shared a reference point from a past guest at Chili Piper, who said roughly half the deals in their pipeline had some connection to her personal LinkedIn activity, not because she was directly involved in every deal, but because buyers had engaged with her content somewhere along the way.Build Community Before You Need ItDavid's third layer, beyond the basics and personal branding: building some form of community or network around your business, even a small one.A simple example from one of his own clients: a marketing VP asked if Whistle could bring their clients together to trade notes, which turned into a referral network of consultants and adjacent service providers.It doesn't have to be a massive branded community. Even something as basic as a small referral relationship, a shared cause you donate to together, or a network of people adjacent to your buyer who can talk about your space, counts and compounds over time.The Free Tactic Nobody Will Actually DoDavid's final, deceptively simple tip: export your personal contacts from WhatsApp or your phone, write one honest message explaining what you do and asking for a referral, and send it to twenty people a day.His prediction is that most people won't actually do this, precisely because it's free, easy, and has no clever trick to hide behind if it doesn't work.He's currently running an open deal that came directly from this exact method, reaching out to a personal contact who referred him to someone else who's now moving through the sales process."We're in sales. You're always desperate. That's the job." — David ZeffResourcesConnect with David Zeff on LinkedIn.Visit Whistle to learn more about their outsourced sales development services.Join our LinkedIn cohort and learn to prospect the right way.Visit Blue Mango Studios for help creating podcast production content.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

Sometimes the best way to close more deals isn't by adding new people to your pipeline (though that's always a good thing.) Instead, the best thing is to address the issues that make a deal fail before they fail.In today's episode of The Sales Evangelist, I joined the CEO of Challenger, Andee Harris, to get her take on failed deals and how to address those issues directly with our prospects.Challenger is a sales training company:The Challenger Sale by Matthew Dixon and Brent Adamson explains many of the principles Challenger uses in their training.Early sellers might be timid, which usually leads to a failure to recognize when a deal isn't moving in the right direction.In Andee's experience, continuous feedback is a great way to course-correct throughout the sales process to tailor the experience and selling strategy to the specific prospect.Passive selling isn't the best form of selling for either party. Taking control of the purchase and helping the buyer buy the product is your job.Three ways to notify deals before they go south:Integrate an avenue for continuous feedback. If a buyer likes you as a sales rep, they'll want to share methods to improve their experience.Realize that one size doesn't fit all. What works for one client might not work for another.Constantly be learning. Be curious, and look to understand and be self-aware of your strengths and weaknesses.Andee's final takeaway? Understand that we're in a complex selling environment. Multiple factors influence the selling process, but it isn't impossible to create wins and do phenomenally well. To get in touch with Andee, visit challengerinc.com or connect with Andee on LinkedIn.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

A former Marine who did eight combat deployments in eight years now spends his time teaching people to stop pitching and start asking better questions.Keith Gillispie, founder of REI Automated, left the Marines in 2020 to build a real estate investing and coaching business that's helped more than 1,200 people, with close to 580 of them closing their very first deal. He broke down exactly how he qualifies, questions, and consults his way to the close.Why "Selling" Is the Wrong Mindset (Stop Being House Horny)Keith's blunt term for pushy sellers: house horny, chasing the deal so hard that they force the wrong solution onto someone just to close it.His fix is simple: stop selling, and start asking great questions that guide the prospect to the answer on their own.He reviews sales calls with his own team every week, and the biggest issue he catches with newer reps is a used-car-salesman energy that shows up the moment they stop asking and start pitching.Qualify for the Right Industry FirstKeith gets over a hundred Facebook messages a day, and his team has to pre-qualify people before he ever gets on a call.A recent example: a rep flagged someone as "qualified" who actually wanted coaching on commercial real estate, which Keith doesn't teach at all. Same broad label, completely wrong fit.Even inside a niche that sounds close enough, being in the wrong specific industry wastes everyone's time.Qualify for the Right Problem: Your Core Competency Must Match Their Core ConstraintKeith's rule: everyone has problems, but that alone doesn't make someone a fit. What he's good at has to be exactly what the prospect is bad at.He calls this matching your core competency to their core constraint. If there's no real gap for him to fill, there's no real reason for the two of them to work together.This is what separates a win-win engagement from a sale that shouldn't have happened in the first place.Qualify for the Right Money (Or Every Call Becomes Charity)Even with the right industry and the right problem, a prospect still has to be able to afford the solution, or the call turns into free coaching.Keith shared a recent example of two prospects who badly wanted to join his program but couldn't spend even $300, when his coaching runs into the thousands.He's direct with his own team about this: sending him financially unqualified leads turns every call into charity work, which isn't sustainable as a business, even though he's genuinely happy to hand out free value when it makes sense.Diagnose Before You PrescribeKeith estimates that more than half of the people who come to him think they know what they need, and they're wrong.His example: prospects ask for automation when they don't even have leads coming in yet, or don't know how to structure a deal. Automating a broken process just scales the chaos faster.He compares it to a patient self-diagnosing before seeing a doctor. The seller's job, like a doctor's, is to ask enough questions to find the real issue before recommending anything.Get Comfortable Asking Uncomfortable Financial QuestionsKeith walks straight into questions like current income, whether that number is gross or net, and total debt, early in a call, because he can't build a plan without knowing where someone actually stands.He compares it to Google Maps: you need a point of origin and a point of destination before you can build the route in between.Roughly one in twenty-five or thirty people push back on how direct these questions are. Keith's response is straightforward: if they can't handle these basic questions now, the program itself is going to be a rough fit.Build Yes Momentum With Small AsksKeith structures his qualifying questions to build what he calls yes momentum: each small, reasonable question makes the next one easier to answer.He starts broad, what do you do, how long have you done it, before narrowing into income, debt, and financial specifics, so the conversation earns its way to the harder questions instead of opening with them.That same sequence doubles as training. The financial questions he asks on a discovery call mirror the exact questions his students will later need to ask sellers and private lenders.Ask Questions, Don't Make StatementsKeith's rule for himself: don't make a statement for the first 60 percent of any sales call, aside from short softening statements like "I'm glad you asked that."The only exception is a brief acknowledgment before turning right back around and asking another question.Whoever is asking the questions is steering the conversation, and Keith treats that as true for the entire first half of every call he runs.Never Fully Answer a Question Without Asking One BackKeith borrows from Socratic questioning: when a prospect asks a direct question, like how fast he can close on a house, answering too quickly and too specifically can blow up the deal in either direction.Instead, he gives a partial, honest answer, then asks a question that uncovers the real reason behind their question, like whether they need to move fast or need more time.That extra step means his eventual answer is actually calibrated to what the person needs, instead of a generic response that might scare them off or fail to meet an urgent situation.Become a Lifelong Student of Your CraftKeith has taken more than ten thousand sales calls over eleven years and still says the more he learns about sales psychology, the more he realizes he doesn't know.His advice for anyone serious about improving: invest in a coach or mentor who can review real calls and point out specific gaps, rather than trying to learn everything for free through trial and error.His framing: you'll pay for the lesson either way, either in money to a mentor, or in wasted time and missed opportunity learning the hard way."People don't care how much you know until they know how much you care." — Keith GillispieResourcesConnect with Keith Gillispie on LinkedIn.Visit REI Automated to learn more about Keith's education, software, and coaching community for real estate investors.Join our LinkedIn cohort and learn to prospect the right way.Visit Blue Mango Studios for help creating podcast production content.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

37 reps who got the least recognition on one 153-person sales team averaged 62 percent quota attainment. The team average was 107 percent. That gap is the whole argument Sindre Haaland, CEO and founder of SalesScreen, makes for why comp plans alone don't explain sales performance.Why Identical Comp Plans Produce Wildly Different ResultsSindre's core observation: two reps can work under the exact same comp plan and produce completely different results, which means money alone isn't the daily driver of performance.Comp plans set the structure and tell a rep what they need to do to get paid, but engagement is what determines whether they actually do it consistently.An engaged rep will outperform a disengaged one with the identical incentive on the table, every time.Know Your Sales MathSindre's first question to any rep: have you actually broken your quota down into what you need to do today, not just what you need to hit by year end?Reps who treat sales as a series of repeatable, data-driven daily activities have a far more predictable path to their number than those relying on charisma alone.Even with a full pipeline of data, the numbers only matter if a rep has the motivation to actually execute the plan. That's the gap gamification is built to close.The Four Player Types on Every Sales TeamSindre borrows a framework from game theory to describe four types of sales reps: killers, achievers, explorers, and socialites.Killers are driven by being number one and seeing their name at the top of the leaderboard. Achievers care about personal bests, regardless of where they rank against everyone else.Explorers enjoy the process itself, testing new tools and new angles. Socialites, the majority of most sales teams, are driven by recognition, visibility, and feeling like their effort is seen.The TV and Music Moment That Changed Sindre's CareerSindre described watching a sales floor the first time his team replaced a whiteboard with TVs that played music and visuals every time a rep closed a deal.People were jumping on their desks. That reaction is what convinced him sales motivation itself, not another feature, was the real business to build.A rep's win becoming a shared, visible, celebrated moment does something a quiet bank deposit never will.Three Rules for Running a Contest That Moves the NeedleTiming matters more than most leaders assume. Contests started on a Wednesday consistently outperform ones started on a Monday, since early-week motivation has usually faded by midweek.Shorter is better. Month-long contests tend to create a "valley of disengagement," with excitement in week one, a dead middle, and a scramble at the end. One-day sprints create urgency without the letdown.Change the format so more than the top performer has a real shot. A lottery-style contest, where every meeting booked or deal closed earns a ticket, gives the middle of the pack a genuine "I might actually win this time" feeling.Get Creative: Pairing, Envelopes, and the White Elephant GamePairing a high performer with a lower performer on a team-based contest naturally creates coaching and mentorship, without ever calling it that.Simple physical mechanics work too: envelopes on a wall that reps can pick from after hitting an activity, some holding a dollar, some holding a bigger prize.Sindre's favorite: a white elephant style game where prizes range from real rewards to silly forfeits, and reps can steal from each other until the contest ends, creating genuinely memorable moments on the floor.The Recognition Stat That Proves the PointSindre shared data from a 153-person sales team where they measured how often each rep received recognition in a month.The 37 reps who received the least recognition averaged 62 percent quota attainment. The team average was 107 percent.Recognition and quota attainment move together closely enough that Sindre treats recognition frequency as a leading indicator, not just a nice-to-have.Where to Start as a New Sales LeaderSindre's starting point for anyone new to this: interview your top performers and find out what they actually do every day, not just what the official process says they should do.Frequently, top performers are doing things nobody explicitly asked them to do, or doing an already-known behavior far more consistently than everyone else.Cross-check those behaviors against the rest of the team. Wherever the gap is real, that's where a leader's next contest or incentive should be aimed."A motivated person will do better than a disengaged one, even with the same comp plan." — Sindre HaalandResourcesConnect with Sindre Haaland on LinkedIn.Visit SalesScreen, the world's leading sales gamification platform.Join our LinkedIn cohort and learn to prospect the right way.Visit Blue Mango Studios for help creating podcast production content.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

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Imagine doubling your close rate and cutting your sales cycle in half. That's not a hypothetical. It's exactly what Pieter Leenhouts and his team did at Tax Guard, a Cogency Global company that sells to banks and financial institutions. Pieter walked me through exactly how they pulled it off, and it wasn't magic. It was math, structure, and a relentless focus on the front end of the pipeline.Why Their Sales Cycle Was So Long To Begin WithTax Guard's solution was new to the financial institutions they sold to, so reps had to spend real time educating buyers before those buyers even understood why they needed it.That education requirement, combined with deals that stalled out with the wrong contacts, created a long sales cycle and a lower close rate.Fixing it started with the pipeline itself, not with pushing reps to work harder.Give Every Rep the Right Size Pipeline, Not Just More DealsPieter's team found that around 120 opportunities was the right pipeline size for most of their account executives, though the number flexes based on how efficient a rep is.Instead of leaving reps to self source every opportunity, the team loads a portion of that pipeline for them, so reps spend more time working real opportunities and less time hunting for net new business.Their market of five to ten thousand financial institutions is well defined, which makes it possible to plan pipeline size with real precision instead of guessing.Split the Pipeline: 70 Percent Pre-Handraiser, 30 Percent Post-HandraiserOf those 120 opportunities, about 70 percent sit in the pre-handraiser stage, where reps are still working to connect with people.The remaining 30 percent sit in the post-handraiser stage, where there's already an active, ongoing conversation with the customer.That split keeps reps focused on outreach without starving the deals that are already moving.Marketing and Sales Load the Pipeline TogetherPieter is careful to point out that loading the pipeline isn't a sales-only effort. It's a collaboration between sales leadership and marketing leadership.Marketing helps identify and prioritize which accounts and departments actually fit where Tax Guard's solution applies.That partnership is part of why the team can hand reps a healthier mix of fast cycle and slow cycle opportunities instead of leaving it to chance.Why They Kept AEs on the Full Buyer Journey Instead of Handing Off to BDRsBecause their solution requires ongoing education, Pieter's team decided against using BDRs or SDRs to book appointments and hand off to AEs.The same person a buyer starts talking to needs to stay with them as a trusted advisor through the entire education process.Pieter is clear that this only makes sense because of how complex and unfamiliar their solution is. A more transactional sale can absolutely work with a BDR handoff.The Cadence: 17 Touches Over 70 DaysEach opportunity in the pipeline follows a defined cadence, roughly 17 touches over 70 days, with three to five contacts tied to each account.That structure turns follow-up into a math exercise. Once you know the number of opportunities, steps, and contacts, you know almost exactly how many activities a rep needs to complete each day.The cadence isn't automated. Reps still show up and do the work themselves, which keeps the process personal instead of robotic.Personalization Is What Makes the Math WorkPieter gets five to six hundred pitches a day himself, so he knows exactly what gets ignored: generic, unpersonalized outreach.His team uses AI to gather background information quickly, but the personal touch, referencing where someone went to school or what they care about, still has to come from the rep.That combination of structure and personalization is what actually breaks through the noise instead of just adding to it.How They Catch Reps Who Are Gaming Activity NumbersTo catch reps who rack up huge activity numbers without real substance, like hanging up before voicemail or blasting the same email to everyone, Pieter's team looks past raw activity totals.They review call recordings and email engagement to see whether real conversations are actually happening, not just whether the activity got logged.The goal isn't to catch people doing something wrong. It's to find the reps who are getting real engagement and figure out what they're doing differently so the whole team can replicate it.Weekly and Monthly Rhythms Keep the Team AccountableEvery rep gets a weekly one on one that covers both big strategic issues, like what's happening in the market or with competitors, and specific opportunities that need a plan to close.Once a month, Pieter's team reviews the front end metrics as a group: how many people are in cadence, how many emails are opening, how many real conversations are happening.They also track Net Promoter Score to measure how the sales experience actually felt to the buyer, not just whether a deal closed.Their Tech Stack: Salesforce, Gong, Gong Flows, and DelightedSalesforce is their core CRM, and Pieter says most of what makes it powerful is what gets plugged into it.Gong records and analyzes sales conversations, which lets the team track things like how often pricing objections come up and coach reps faster than they could otherwise.Gong Flows adds structured outreach sequences with AI built in, and Delighted measures NPS so the team can see how the buying experience felt from the customer's side.The Numbers Pieter's Team Watches Every WeekClose rate and pipeline velocity are the two headline numbers Pieter checks first, since they show whether the whole system is working.Underneath those, his team tracks how long deals sit in each of their seven pipeline stages, with alerts when something sits too long.They also watch the quality of the opportunities reps are given and how well each rep prospects into the right people, since strong activity numbers mean nothing if they aren't pointed at the right accounts."Activities create opportunities, opportunities create sales. The only thing we control is our activity level." — Pieter LeenhoutsResourcesConnect with Pieter Leenhouts on LinkedIn.Learn more about Tax Guard, a Cogency Global company.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help creating podcast production content.Join our LinkedIn cohort and learn to prospect the right way.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast,

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Sales and marketing are supposed to work together, but in most companies, they don't. Not to the level your revenue actually needs. In this episode, I sat down with Mark Kapczynski, co-founder of Kontrol Media and author of Everyone Sells, to talk about practical, sometimes unconventional ways to get these two teams pulling in the same direction.Why Sales and Marketing Still Don't Work TogetherTraditional marketing was built around brand awareness, not revenue. That history still shapes how a lot of teams operate today.Marketing budgets are getting cut because leadership now expects marketing to prove its impact on revenue, not just visibility.Sales and marketing need to see each other as one team working toward the same goal, not two departments with separate scorecards.Give Sales and Marketing One Shared GoalMost companies still measure marketing on traffic and awareness, while sales is measured strictly on closed revenue.Mark says both teams need a shared goal tied to revenue, whether that's new logos, higher customer lifetime value, or overall revenue growth.Marketing pay structures need to change too. Straight salary with a small year end bonus doesn't give marketers the same stake in closing deals that commission gives salespeople.Meet on the Pipeline Two or Three Times a WeekSales and marketing can't just hand off leads and hope for the best.Mark recommends meeting regularly, two or three times a week, to review the pipeline together.These meetings should cover what made one lead higher quality than another, and what's holding up deals that are stuck.Track the Metrics That Actually MatterCustomer acquisition cost (CAC) and lifetime value (LTV) should be shared numbers between sales and marketing, especially for enterprise deals.Return on ad spend (ROAS) shows whether marketing's paid spend is actually working. Mark looks for four to five times return.Time to close and number of touch points are also worth tracking together.Let Marketing Support the Close, Not Own ItMarketing shouldn't be responsible for closing deals. Contracts, legal terms, and pricing sit outside their lane.But marketing can stay involved right up until the customer gives a verbal yes, supporting the salesperson the whole way.Use What Marketing Is Already Great AtMarketers are natural storytellers. Salespeople tend to be more transactional and want to close fast.Marketing can help build trust and consistency across every touch point, so a prospect hears the same story from sales, marketing, and leadership.Nurturing is another area marketing can own. Not every prospect is ready to buy today, and marketing has the tools and patience to stay engaged until they are.The Big Takeaway: Everyone SellsMark's core message ties back to his book, Everyone Sells. Every person in a company plays a role in the sales process, not just the sales team.When only one department is expected to carry the entire revenue goal, the business underperforms."Sales and marketing are peanut butter and chocolate. They have to work well together, otherwise you just have two silos going two different directions with two sets of goals." — Mark KapczynskiResourcesLearn more about Mark's company, Kontrol Media.Connect with Mark Kapczynski on LinkedIn.Check out Mark's book, Everyone Sells (Including AI): How to Influence Anyone, Anywhere, Anytime.Join our LinkedIn cohort and learn to prospect the right way.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help creating podcast production content.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

This wraps up our four part LinkedIn Response Series. Over the last few episodes, I covered your headline, your banner, and how to turn profile views into real conversations. In this final episode, I'm showing you how to take those conversations and turn them into booked appointments.Never Pitch FirstThe fastest way to kill a new LinkedIn conversation is to pitch right away.When someone replies to you, keep the conversation focused on them before you bring up your product or service.Make The Conversation About ThemOne of the easiest ways to find something to talk about is to look at what the person posts on LinkedIn.I'll drop a prospect's profile link into Claude or ChatGPT and ask for ideas on how to start a natural conversation with them.If they post about something like running marathons or self improvement, use that as your opener. Ask a real question about it.Use Voice And Video MessagesVoice and video messages inside the LinkedIn app get far better replies than plain text.Record them natively in the LinkedIn app, not through Loom or another video tool. It feels more real, and prospects respond to that.Always end your voice or video message with a question. That question is what pulls the reply out of them.Give It A Day Or TwoDon't ask for anything the same day someone replies to you.Wait a day or two, then ask a permission based question tied to something specific about them or their company.This is what turns small talk into a real business conversation.Message The Right PeopleNone of this works if you're messaging random people.Build your outreach around people who fit your ideal customer profile. Target the accounts and titles you actually want to work with.Relevant messages get relevant replies.Turn It Into An AppointmentOnce someone shows interest, ask if they're open to a five to seven minute conversation.If you can't explain what you offer in five to seven minutes, that's a sign to tighten up your pitch first."If you can't explain what you offer in five to seven minutes, you don't have a right to ask for someone's time." — Donald C. KellyResourcesLearn the full system inside the LinkedIn Prospecting Course.Email Donald directly at donald@thesalesevangelist.com to ask about joining the next cohort.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help creating podcast production content.Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

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Getting a notification that someone viewed your LinkedIn profile can be exciting, but most sellers don't know what to do next. In this episode of the LinkedIn Response Series, I am sharing how to turn profile views into meaningful conversations that can lead to appointments and new business. Instead of ignoring those notifications or sending an immediate sales pitch, I'll show you a simple process that helps you engage interested prospects the right way.Why Profile Views MatterA LinkedIn profile view is often a sign that someone is interested in learning more about you or your business. They may have found you through your content, received a connection request from you, or be researching your company before reaching out.In many cases, prospects are doing their homework before booking a meeting. That makes profile views an early buying signal that should not be ignored.Avoid the Wrong ResponseIt is tempting to react in one of two ways: send an immediate sales pitch or do nothing at all.Neither approach is effective. Instead of rushing the conversation or letting the opportunity pass, use the profile view as a reason to start a genuine connection. The goal is to build a relationship before discussing your product or service.Start the Conversation NaturallyA simple, honest message can open the door to a meaningful conversation.If someone views your profile, take a moment to review theirs. If they look like a good fit, send a connection request with a friendly message acknowledging that they visited your profile. Asking why you are not already connected feels natural and often encourages a response without sounding salesy.Once they accept your request, continue the conversation by asking what prompted them to visit your profile. Their answer may reveal a need, an opportunity, or an interest in working together.Focus on People Showing InterestNot everyone who views your profile will become a customer, and that's okay.Some people will decide you are not the right fit, while others are already interested in what you have to offer. Focus your time on the people who are engaging with your profile, content, or connection requests. Those are the conversations that are most likely to turn into appointments and future business opportunities.Make Profile Reviews a Weekly HabitFollowing up on profile views does not have to take a lot of time.Set aside time each week to review who has visited your profile. Reconnect with people you've already engaged with, and send connection requests to new prospects who fit your ideal customer profile. A consistent follow-up process helps you start conversations before your competitors have the chance."The profile view gets overlooked, and it is a critical spot." — Donald C. KellyResourcesKeep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

Your LinkedIn headline is one of the first things prospects see, yet many salespeople waste it by listing their job title and company name. In this first episode of the LinkedIn Response Series, I explain why your headline should focus on the problem you solve instead of who you work for.A strong headline tells prospects immediately how you can help them, increases profile views, and encourages more conversations before you ever send a sales message.Why Your LinkedIn Headline MattersYour headline is more than a job description. It helps prospects quickly decide whether you're relevant to them.A well-written headline can:Increase profile views by making your profile stand out in LinkedIn searches.Encourage more inbound conversations from interested prospects.Clearly communicate the value you provide before someone reads the rest of your profile.Improve your visibility by using keywords your ideal buyers are already searching for.Stop Leading With Your Company NameMost buyers don't care where you work unless your company is already widely recognized.Instead of using your company name or job title as the main focus, use your headline to explain the problem you solve. When prospects immediately recognize a challenge they're facing, they're far more likely to view your profile and engage with you.Focus on the Right AudienceA great headline only works when it's seen by the right people.Rather than trying to appeal to everyone on LinkedIn, narrow your focus to your ideal buyers. This could include people who:Recently changed jobs.Are active and posting on LinkedIn.Match your target industry or decision-maker profile.The more relevant your audience, the more effective your headline becomes.Use a Simple FormulaOne effective approach is to build your headline around three parts:Identify a specific problem your ideal customer is experiencing.Make the problem feel immediate and relevant.End with a question that points toward the result they want.This approach sparks curiosity and encourages prospects to learn more about you.Keep Your Message SimpleAvoid technical language, company jargon, or long descriptions.Your headline should be short, easy to understand, and immediately clear. Prospects should know within seconds whether your profile is relevant to them.Real Results From a Better HeadlineEven small changes can make a noticeable difference.After updating one team member's LinkedIn headline to focus on customer pain points instead of company information, connection requests began turning into real conversations. Prospects started asking buying questions and booking appointments without being pitched directly.The change wasn't in the outreach. It started with the headline.What's Next?In the next episode of the LinkedIn Response Series, I explain how to increase LinkedIn profile views so more qualified prospects actually see your profile and your headline."Address the problem your prospect is already thinking about, then show them the outcome they're looking for."ResourcesKeep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

Administrative tasks are part of every sales role, but they should never take priority over selling. I'm revisiting a conversation from the archive with Anthony Iannarino to share practical ways to keep admin work from taking over your day. While this conversation first aired in 2020, the principles are still relevant today, especially when AI can help streamline many everyday tasks.Busy Is Not the Same as ProductiveA full calendar does not always mean meaningful progress. As sales professionals become more successful, more requests, emails, client issues, and internal tasks naturally compete for their attention.The challenge is learning to separate work that creates opportunities from work that simply keeps you busy. Staying productive means focusing on the activities that move deals forward instead of constantly reacting to every request.Protect Your Most Important WorkThe best time and energy should be reserved for activities that directly contribute to sales.Instead of starting the day by checking emails or responding to client requests, block uninterrupted time for prospecting, nurturing relationships, and preparing for important sales conversations. Administrative work can be handled later without sacrificing the work that drives results.Create Boundaries Around Client RequestsBeing available for clients does not mean responding to every request immediately.Many transactional tasks, such as correcting invoices, retrieving reports, or resolving operational issues, belong to other departments. While it is important to make sure customers receive the help they need, those responsibilities should be delegated whenever possible so selling remains the priority.Use Time Blocks to Stay FocusedSwitching between emails, CRM updates, prospecting, and meetings throughout the day makes it difficult to stay focused.Working in dedicated time blocks helps eliminate distractions and improves productivity. Setting aside uninterrupted periods for prospecting, project work, and administrative tasks makes it easier to complete each activity without constantly changing focus.Batch Administrative Tasks TogetherAdministrative work is unavoidable, but it does not have to interrupt the entire day.Grouping similar tasks together, such as updating the CRM, replying to emails, or completing reports, helps reduce time lost through constant task switching. Completing these activities during scheduled blocks keeps them from interfering with revenue-generating work.Let Your CRM Work for YouA CRM should be used as a tool to support future conversations, not as another task to avoid.Recording important notes after meetings makes it easier to remember customer goals, previous discussions, and next steps. Instead of relying on memory, use the CRM to capture details that strengthen future interactions and improve follow-up.Confidence Matters More Than Endless ResearchMany sellers delay prospecting because they believe they need more research before making a call.Research has its place, but it should never replace meaningful outreach. A clear value proposition, confidence in the conversation, and consistent follow-up have a much greater impact than spending hours gathering information that may never be used.Prioritize Opportunity Creation Every DaySales success comes down to creating opportunities and winning them.Administrative work supports the sales process, but it does not replace it. Protect time for prospecting, client conversations, and relationship building before tackling lower-value tasks. Consistently doing the most important work first creates better long-term results."Do what's most important first every day without failure, and don't negotiate with yourself." — Anthony IannarinoResourcesKeep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

How do you handle competitor questions without sounding defensive, desperate, or unprofessional?In this solo episode, Donald C. Kelly shares three practical strategies for talking about competitors with confidence and credibility. Instead of attacking another company, he explains how to use customer stories, thoughtful questions, and your prospect's own insights to position your solution as the better fit.If you're in a competitive sales environment, this episode will help you navigate competitor conversations in a way that builds trust and moves deals forward.Episode Breakdown with Timestamps:Why You Should Prepare for Competitor Conversations (00:00:31 – 00:01:30)Donald explains that prospects are often evaluating multiple vendors at the same time.Rather than being surprised by competitor questions, sales professionals should prepare their messaging ahead of time and understand where their solution stands out.He emphasizes that preparation gives sellers confidence when those conversations arise.Lead With Your Strengths Instead of Attacking Competitors (00:01:31 – 00:02:30)Donald shares his first strategy for handling competitor discussions.Instead of naming competitors or criticizing them directly, he recommends emphasizing the areas where your solution performs best while subtly addressing gaps that prospects may experience elsewhere.The goal is to keep the conversation focused on solving the customer's problem rather than attacking another company.Let Customer Stories Do the Talking (00:02:31 – 00:07:30)Donald introduces his favorite approach: using customer success stories to explain why buyers switched from a competitor.Drawing from his experience competing against Laserfiche in the document management industry, he demonstrates how to acknowledge what a competitor does well before explaining why customers ultimately chose a different solution.He explains that customer experiences carry far more credibility than sales claims because they come from real users rather than the salesperson.Use Reviews and Testimonials as Third-Party Validation (00:06:01 – 00:07:30)Donald encourages sales professionals to study customer reviews on platforms like G2 and Google Reviews.Instead of making negative claims yourself, use publicly available feedback to understand common concerns and position your solution accordingly.This approach allows prospects to hear criticism from existing users instead of from you.Let Prospects Voice Their Own Doubts (00:07:31 – 00:10:30)The third strategy is to ask thoughtful questions.Donald recommends asking prospects what concerns they have about other vendors instead of volunteering criticism yourself.Once they share their doubts, you can validate those concerns and explain how your solution addresses the issues they're most concerned about.This creates a more natural and trustworthy sales conversation.Three Strategies to Handle Competitor Questions with Confidence (00:10:31 – 00:11:39)Donald wraps up the episode by summarizing his three-step framework:Build your sales conversation around your strengths.Use customer stories to explain why buyers switched from competitors.Let prospects express their own concerns before responding with customer proof and relevant examples.Themes DiscussedHow to discuss competitors professionallyPositioning your solution without badmouthing othersUsing customer stories to build credibilityLeveraging online reviews in sales conversationsAsking better questions during competitive dealsBuilding trust through evidence instead of opinionKey Quote from the Episode"How you can talk about your competitor without badmouthing them is to have your customer do so."— Donald C. KellyResources MentionedG2 ReviewsGoogle ReviewsFollow Donald on LinkedIn: https://www.linkedin.com/in/donaldckelly CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound.

What separates sales professionals who earn six figures from those who consistently earn seven?In this episode, Donald sits down with Brandon Fluharty, enterprise SaaS sales leader, speaker, and author of The Seven-Figure Millennial. Brandon shares the mindset, systems, and practical strategies that helped him become a seven-figure earner without subscribing to hustle culture.Throughout the conversation, Brandon explains why success in enterprise sales comes from slowing down. Choosing the right opportunities. Building meaningful customer relationships. creating a personal operating system that supports consistent performance.If you're selling into enterprise accounts, leading complex deals, or looking to improve your sales career without burning yourself out, this episode is packed with actionable insights.Episode Breakdown with Timestamps:Brandon's Journey Into Enterprise Sales (00:06:03 – 00:06:56)Brandon shared how he transitioned from DJing while starting his sales career to eventually becoming a seven-figure enterprise SaaS seller.According to Brandon, reaching seven figures happened much faster than expected and taught him that success is about enjoying the process rather than chasing a destination.He explained that falling in love with the daily work mattered more than the financial milestone itself.Why Slowing Down Helps You Sell More (00:06:56 – 00:09:32)Brandon introduced the philosophy that changed his career: slow down in order to speed up.He explained that constantly hustling and chasing every opportunity drains both time and energy.Instead, he focused on becoming intentional about where he invested his effort and chose accounts where he could create the greatest impact.Protecting Your Time and Energy (00:09:32 – 00:12:57)The discussion shifted to why focus is one of the most valuable skills in enterprise sales.Brandon explained his Diamond Standard framework for identifying ideal accounts instead of trying to sell to every large company.He also shared why understanding the customer's experience gave him credibility when speaking with executive buyers.The Three Truths About Seven-Figure SaaS Sales (00:14:18 – 00:17:09)Before explaining his framework, Brandon outlined three realities every seller should understand.According to Brandon, seven-figure earners typically sell to enterprise organizations, develop confidence through experience, and remain patient during long sales cycles.These three foundations make the rest of his seven-step framework possible. Find the Right Sales Environment (00:17:09 – 00:20:00)Brandon explained why choosing the right company matters as much as developing sales skills.Rather than joining the largest organization, he recommends finding a company that's mature enough to support enterprise deals while still allowing individual sellers to make a meaningful impact.He also encouraged sales professionals to focus on industries creating long-term transformation, such as AI, cybersecurity, and cloud technology.Build a Transformation Mindset (00:20:00 – 00:21:32)Brandon believes the best enterprise sellers don't sell products.They sell transformation.Instead of focusing conversations around features and pricing, he encourages sellers to help customers rethink how their businesses operate and prepare for long-term change.Be Strategic About Your Target Accounts (00:21:32 – 00:26:49)Brandon explained how the Japanese concept of Ikigai helped him rethink account selection.Rather than accepting every opportunity, he prioritized companies that aligned with his interests, expertise, motivation, and ability to create meaningful change.According to Brandon, purpose creates the motivation needed to navigate long enterprise sales cycles.Create Your Diamond Standard (00:29:02 – 00:30:34)Brandon shared the five criteria he uses to identify his ideal accounts.His Diamond Standard focuses on opportunities that are personally interesting, industry-leading, aligned with his expertise, capable of moving quickly, and large enough to justify significant investment.He explained that every seller should create a personalized framework rather than copy someone else's.Turn Imposter Syndrome Into a Strength (00:30:53 – 00:33:01)Brandon discussed why imposter syndrome becomes more common as sales professionals advance.He shared how embracing his introverted personality allowed him to become a better listener and deeper strategic thinker.Instead of viewing personality traits as weaknesses, Brandon encourages sellers to turn them into competitive advantages.Win Bigger Deals Through Collaboration (00:33:01 – 00:35:18)According to Brandon, seven-figure deals are never won alone.He explained why successful enterprise sellers build strong partnerships with legal teams, solution consultants, executives, and marketing instead of trying to control every part of the process.Collaboration, not ego, leads to larger opportunities.Step Seven: Build a Personal Operating System (00:35:18 – 00:39:29)Brandon concluded by introducing two personal frameworks: DFC (Discipline, Flexibility, Curiosity) and PREP (Plan, Rest, Effort, Perform).These systems help sales professionals prepare effectively, adapt during conversations, reflect on performance, and avoid the burnout caused by hustle culture.According to Brandon, consistent performance comes from operating intentionally rather than simply working harder.Themes DiscussedThe seven steps to earning seven figures in SaaS salesWhy slowing down leads to better sales performanceBuilding a transformation mindset in enterprise sellingCreating a strategic target account listOvercoming imposter syndromeCollaborating to win enterprise dealsDeveloping a personal operating system for long-term successKey quote from the Episode:"It's not a destination. It really is falling in love with the process." — Brandon FluhartyConnect with Brandon Fluharty on Linkedin: linkedin.com/in/brandonfluharty Signup for Brandon's Newsletter:Be Focused Live Great Visit Brandon's website: brandonfluharty.com Connect with Donald C. Kelly: https://www.linkedin.com/in/donaldckellySponsors:HubSpot: hubspot.com LinkedIn Sales Navigator: Start your 60-day free trial at [linkedin.com/sell Blue Mango Studios: Turn your podcast into a lead generation machine at bluemangostudios.com Featured Resources:Be Focused Live Great: Brandon's newsletter for insights on professional growth.The Seven Steps to Earning Seven Figures: Brandon's upcoming book on the "anti-hustle" guide to million-dollar SaaS sales.Mistakes That Made Me podcastCredits: As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound.

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Many women in sales struggle with feeling like they're not fully qualified for leadership roles, even when they're already doing the work. That self-doubt can make it harder to pursue promotions and career growth. To help break this down, I invited leadership coach and tech executive Erika Chestnut to share the challenges women face when advancing their careers and how sales leaders can better support them.Meet Erika ChestnutErika Chestnut is a transformational leader with more than 25 years of experience in the tech industry. She is passionate about helping individuals and teams rethink leadership, communication, and workplace culture to create stronger performance and long-term success. Through coaching, leadership development, and strategic guidance, Erika equips professionals with practical tools to build confidence, strengthen relationships, and lead more effectively.The Confidence Gap Holding Women BackErika shares how often women underestimate their readiness for leadership opportunities. She explains that many women feel like they need to accomplish every requirement before applying for a promotion, while others are comfortable taking the leap much earlier.Erika also shares an exercise she uses with clients where they compare their current responsibilities to the role above them. In most cases, women are already doing 50% to 75% of the next position without realizing it.Many women feel pressure to constantly prove themselves through performance while still struggling to advocate for their own advancement. Erika explains how this mindset can keep high performers stuck, even when they are already operating at the next level in their careers.Why Leaders Need to Better Understand Communication StylesCommunication styles also play a major role in career growth. Erika explains how many leaders unintentionally overlook talented women because they communicate differently from more outspoken employees.She also shares how some employees naturally focus on details while leaders are often focused on outcomes. When communication styles do not align, high performers can easily be misunderstood or overlooked.Treat Your Career Like A BusinessErika shares advice on how women can become more intentional about career growth by treating their career like a business. Set goals, build relationships with mentors and stakeholders, and develop a strategy for long-term advancement instead of waiting to be noticed.“Success doesn't come by copying somebody else. Success comes when you know who you are.” — Erika ChestnutResourcesConnect with Erika Chestnut on LinkedIn or visit her website to learn more about leadership development, career strategy, and building confidence as you grow into your next role.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

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40% of a seller's time is spent on prospecting. That's a big investment, especially when a lot of it does not lead anywhere. So how do you make sure that time actually turns into real opportunities? Let's break down how to prospect in a way that leads to conversations and closed deals.Leverage Intent and Relevant DataA big part of prospecting comes down to timing. You want to reach out when buyers are already looking for a solution.That is where intent data comes in. Tools like ZoomInfo and 6sense can help you identify prospects who are actively researching solutions like endpoint protection.When you do reach out, make it relevant. Speak directly to their industry and back it up with a recent success story from a similar company. That is what helps build credibility early.Utilize Advanced LinkedIn SearchingInstead of reaching out to everyone, focus on a smaller group of people who are more likely to respond.You can build a list of 30 to 40 individuals by narrowing your search. Look for people who are new in their roles or who have been active on LinkedIn in the past 30 days.You can also look at who they are connected to, especially if they follow industry influencers or are part of specific associations. That gives you a stronger starting point for outreach.Systematize ReferralsReferrals are one of the most overlooked opportunities in sales.Most prospects are open to giving referrals, but very few salespeople actually ask for them. That is a missed opportunity.Start making it part of your process. When you are working with a client, ask if they know others who are dealing with similar challenges. A simple ask can open the door to warmer conversations.Target Niche Local EventsNot every opportunity comes from online outreach. Smaller, more focused events can be a great way to connect with people directly. Think industry meetups or informal gatherings where conversations happen more naturally.These settings make it easier to build relationships and lead to introductions that feel more genuine.The Fortune Is in the Follow-UpEven when you get in front of the right people, it does not mean much if you do not follow up.A large percentage of event attendees have the authority to make buying decisions, yet most leads never receive any follow-up at all.That is where the real opportunity is. Following up within 12 to 24 hours and staying consistent with your outreach can be the difference between being remembered and being forgotten.“Nine out of ten prospects are willing to give a referral, but only about 11% of salespeople actually ask.” - Donald C. KellyResourcesDo you need help on getting more referrals? Check out episode 1976.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

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Getting deals unstuck can feel frustrating, especially when you reach the end of a quarter and nothing seems to be moving. Karen Kelly, one of the 100 most powerful women in sales 2025, breaks down how the way you show up in your sales process can be the difference between a deal that stalls and one that moves forward.Meet Karen KellyKaren Kelly is a sales trainer, coach, and speaker who has spent over 20 years helping sales professionals improve how they show up and sell. Having experienced the challenges of sales firsthand, she understands what it feels like to navigate uncertainty, missed opportunities, and stalled deals.Her approach is centered on rehumanizing the sales process. Instead of relying on scripts and surface level tactics, she teaches how to build genuine conversations that create trust and move deals forward.Through her training, coaching, and workshops, Karen helps sales professionals shift their mindset, take intentional action, and build stronger, more meaningful relationships with their clients.Reframe Your MindsetThe first step is to reframe. Before you even send an email or get on a call, ask yourself how you are showing up. Are you focused on helping or just trying to closeKaren shared that language shapes reality. When you shift from “I have to” to “I get to,” everything changes. Your energy shifts, your confidence improves, and your conversations become more customer focused. Buyers can feel the difference.Reveal the Human SideInstead of hiding behind a perfect, polished version of yourself, bring authenticity into the conversation. Share experiences, lessons, and even past mistakes that shaped how you work today.When you open up, your prospects feel safe to do the same. That is when real conversations happen.Revisit the FundamentalsGo back to the basics of selling. Does your prospect actually recognize the problem? Do you have alignment and buy in? Are you following up consistently?Karen reminded us that many deals stall because we skip these simple steps. They may not be exciting, but they are what move deals forward.“Reveal is a big one. A lot of people are still giving the illusion of perfection, but it doesn't exist.” - Karen KellyResourcesConnect with Karen Kelly on LinkedIn or visit her website to learn how she helps sales professionals drive real results.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

Sometimes selling comes at the most unexpected moments in life. As an entrepreneur you're selling your business to customers and you need to go from zero to hundreds fast. Eric Samson, CEO & founder of Group8A, is here to share how he went from hoping deals would come in to building a system that brings in sales opportunities every single month.Meet Eric SamsonWe've all experienced consultants who promise big results but fall short. For small businesses, that can be costly.Eric Samson knows this firsthand. Before founding Group 8A, he ran several e-commerce businesses and saw how ineffective marketing agencies could hurt growth.That experience pushed him to build something different. He created Group 8A with a performance driven approach where the agency only grows when its clients do.Today, Group 8A is a leading digital marketing agency in New York City, helping e-commerce brands scale and increase conversions.From Hope to PredictabilityWhat would it look like if your sales pipeline didn't rely on luck?That was the reality Eric faced. His business was built on strong operations and great service, but sales were inconsistent. Referrals came in occasionally, but there was no real system behind it. At one point, two deals a year felt like a win.Eric realized something had to change. Wishing for growth was not a strategy.Setting the Right TargetThe first shift came from setting a clear goal. Eric introduced what he calls a big, hairy, audacious goal. Instead of hoping for a few deals a year, the team aimed for two deals per month.It did not matter that the number seemed small to others. What mattered was that it pushed them beyond their current reality.Sometimes growth starts by simply choosing a target that feels just out of reach.Solving the Right Problem FirstOne of the biggest mistakes Eric made was focusing on the wrong part of the sales process. He hired experts to help close deals before he even had consistent leads coming in.That changed when he broke the process down step by step. If there are no leads, nothing else matters.Once the team focused on generating conversations first, everything else started to fall into place.Building a Scalable SystemEric and his team invested in outreach and found someone who knew how to generate appointments. From there, they optimized the process by separating high level work from simple tasks.The result. Over 100 sales appointments per month!“When you get outreach right, everything changes. When you get it wrong, you get nothing.” - Eric SamsonResourcesConnect with Eric Samson on LinkedIn or visit Group 8A to learn how his team helps e-commerce brands turn strategy into real results.If you want to think bigger and set goals that actually push your business forward, take some time to read Built to Last.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship OffersThis episode is brought to you in part by Hubspot.With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.This episode is brought to you in part by LinkedIn.Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.This episode is brought to you in part by the TSE Sales Foundation.Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.CreditsAs one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We'd love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

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