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Welcome to a new episode of Business Lunch! In this episode, Roland Frasier and Ryan Deiss dive into the emerging trend of rolling up traditional businesses and supercharging them with AI. They discuss the opportunities and pitfalls of this strategy, offer advice for old-school business owners, aspiring platform companies, and investors, and share real-world examples of value creation through AI integration. This episode is perfect for entrepreneurs, business owners considering acquisitions, and anyone curious about the intersection of AI and business growth.Highlights:"Roll ups fail at the integration level, and the integration is really what systems do we have to do that?""If you don't invest in up-leveling and AI-fying your business now, you'll be acquired on the cheap.""The basic building blocks of why you would do a roll up, applied with AI and tech, make perfect sense to me.""If you're planning on just shutting it down or letting it die a slow and profitable death, then cool. But if it's longer than that, you either have to get on the bus or face being put out of business."Timestamps:00:00 Introduction04:15 AI and Roll-Ups: Success and Failure 07:16 Advice for Old-School Businesses 10:30 Investor Strategy and Execution 16:05 Management and Systems for Roll-Ups 17:56 Investor Strategy: Mergers and Acquisitions 20:52 Value Addition through AI CONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Ilyce Glink, owner of Think Glink Media, joins Jon Hansen to talk about Fridays job report, revisions, the importance of getting real data, President Trump firing Bureau of Labor Statistics Commissioner Erika McEntarfer, if she believes prices are going to rise, and what you should know about the recently passed “trigger leads” law. Segment 2: Jim Dallke, Director […]
Welcome to a new episode of Business Lunch! In this episode, Roland Frasier and Ryan Deiss dive into the real challenges facing small and medium-sized businesses today, cutting through the marketing spin of industry reports. If you're a business owner, entrepreneur, marketer, or anyone interested in practical strategies for growth, customer acquisition, and leveraging AI, this episode is for you. Tune in for candid insights, actionable advice, and a few laughs along the way.Highlights:“I've never once in my entire life heard a small business owner use the word ‘resilience.'”“If your offer is confusing, it's not going to work, simplicity wins right now.”“AI is the single biggest disruptive event any of us have ever experienced.”“Let people buy the way they want to buy.”Timestamps:00:00 - Introduction01:36 – Salesforce Report: Hype or Help?03:57 – Do Business Owners Really Say ‘Resilience'?05:14 – AI Adoption: Fear of Losing the Human Touch07:38 – What Are the Real Top Challenges?11:07 – How Macroeconomics Impact Sales15:23 – Simplifying Offers for Better Results17:41 – Creating a ‘Happening' to Re-Engage Customers21:05 – AI-ifying Your Business: Pivot or Perish28:04 – Acquisitions: The Private Equity Playbook for SMBsCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Jane Oates, Senior Policy Advisor and recent President at WorkingNation, joins John Williams to breakdown the July labor report, why the monthly revisions were so concerning, and if the numbers will put more pressure on the Fed to cut rates. Segment 2: Matt Adams, principal at Deloitte Consulting specializing in retail, gives John all the details […]
Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about Mayor Johnson’s efforts to tax the ultra-rich, the economic data released today including a strong GDP report, why the housing market is a cause for concern, the dilemma the Fed is facing about cutting rates, and what she expects from Friday’s labor report. Terry […]
Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about the death of Cubs Hall of Famer Ryne Sandberg, how great chemistry is key to building a good team, the value of an internship and getting your foot in the door, and the importance of building bonds with your co-workers. Segment […]
Segment 1: Phillip Shaw, CFP, Senior Advisor, Goldstone Financial Group, joins John to talk about the markets being impervious to economic uncertainty, if it’s too early to assess the impact of tariffs, where he’s telling clients to park their money, what he expects from the Fed meeting this week, when the Fed should start cutting interest […]
Welcome to a new episode of Business Lunch!In this episode, Roland Frasier and Ryan Deiss dive into "the great flattening"—the radical shift where AI enables entire departments, and even companies, to be run by a single person. They explore real-world examples from tech and traditional industries, discuss the risks and rewards of this new model, and offer practical advice for leaders and entrepreneurs. If you're a business owner, manager, or anyone interested in the future of work, this episode is for you!Highlights:"What if the highest performing marketing team at your company was actually just one person?""AI is compressing entire departments into individual 'departments of one.'""The coordination tax is the overhead of meetings, getting along, and not getting along.""This may be the end of the middle manager and the rise of the player-coach."Timestamps:01:41 – Introducing "The Great Flattening" Concept02:30 – WhatsApp: $345M Value Per Employee03:30 – Midjourney & Cursor: Creative and Dev Pancakes07:21 – The Coordination Tax Explained11:18 – Team Size, Efficiency, and the Two Pizza Rule14:25 – AI Agents Replacing Marketing Teams22:35 – Risks of Single-Person Departments26:53 – The End of Middle Management?37:19 – The Pancake Test: Is Your Department "Pancakeable"?54:20 – Digital Marketer's Department of One Beta ProgramCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Steven Esposito, President of Yellowstone Wealth Management in Lake Forest, talks to John about today’s market rally, the Trump v. Jerome Powell feud, why he thinks interest rates should be lower, why Powell might be hesitant to lower rates, his thoughts on the trade deals and what that could mean for the market, the rotation into the […]
Segment 1: Mark Hamrick, Washington Bureau Chief and Senior Economic Analyst for Bankrate.com, talks to John about a new Bankrate survey that shows nearly 1 in 2 workers plan to search for a new job in the coming year. Segment 2: Bree Fowler, Senior Writer, CNET, joins John Williams to talk about President Donald Trump unveiling a new plan for […]
Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about how how the market has performed since President Trump’s tariff announcement, what that market swing means for your 401(k), why it’s a good time to revisit your asset allocation, and what it means that 401(k) plans have caught the eye of Wall Street insiders. […]
Welcome to a new episode of Business Lunch. Today, we discuss practical strategies to navigate economic slowdowns, particularly during summer. They share insights on creative marketing, leveraging internal resources, and maximizing downtime. Whether you're experiencing a seasonal dip or a broader economic challenge, this episode is packed with actionable advice to keep your business thriving.Highlights:"The quickest way to drown out negativity is with an abundance of positivity.""The Lord puts you into these situations knowing you can handle them. It's a test.""Hard makes you resilient. Soft and easy doesn't make you resilient."Timestamps:00:00 - Introduction02:30 - Current Economic Trends05:00 - Seasonal Slowdowns10:00 - Strategies to Combat Slowdowns15:00 - Leveraging Internal Resources20:00 - Creative Marketing Ideas25:00 - The Importance of Not Panicking30:00 - Enhancing Offers and Bundles35:00 - Acquisition Opportunities40:00 - Long-Term Planning and TestingCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
In this episode of Grow a Small Business host Troy Trewin interviews Kerry Boulton from Exit Strategy Group, who shares her incredible journey of buying a freight business doing $16M and growing it to $50M with the same 63 staff. Kerry reveals how she executed a strategic exit after seven years, then went on to build and sell multiple ventures. Now through The Exit Strategy Group, she mentors owners on being “always exit ready,” balancing business, financial, and personal goals. She discusses the power of systems, the Value Builder tool, and finding your “Alan Bond moment.” Kerry's story is a masterclass in scaling, cash flow, people, and creating true freedom. Other Resources: An easy way to measure if your customers love you in 21 minutes – use the Net Promoter Score (NPS). And it's FREE. Maximise Your Business Sale Price To Meet Your Expectations! How to Exit Your Business Feeling Fulfilled Personally Satisfied and Have the Biggest Pay Day of Your Life Why would you wait any longer to start living the lifestyle you signed up for? Balance your health, wealth, relationships and business growth. And focus your time and energy and make the most of this year. Let's get into it by clicking here. Troy delves into our guest's startup journey, their perception of success, industry reconsideration, and the pivotal stress point during business expansion. They discuss the joys of small business growth, vital entrepreneurial habits, and strategies for team building, encompassing wins, blunders, and invaluable advice. And a snapshot of the final five Grow A Small Business Questions: What do you think is the hardest thing in growing a small business? According to Kerry Boulton, the hardest thing in growing a small business is managing cash flow. Growth eats up cash faster than most owners expect, and many don't realize how easily they can run into a squeeze. She says you've got to keep a constant eye on cash, plan ahead, and understand that scaling up often means funding gaps you need to prepare for. What's your favorite business book that has helped you the most? Kerry shares that her favorite business book is “The Seven Habits of Highly Effective People” by Stephen Covey, which she says gave her a rock-solid foundation for both business and life. She also loves “The Great Game of Business” by Jack Stack for teaching how to build financial literacy and an ownership mindset in your team. Are there any great podcasts or online learning resources you'd recommend to help grow a small business? For podcasts and learning resources, Kerry highly recommends “Built to Sell Radio” by John Warrillow, which dives into making your business more valuable and sellable. She also likes “Business Lunch” with Roland Frasier & Ryan Deiss, plus the Exit Planning Institute's podcast. And of course, she's a fan of Troy's Grow Small Business Podcast, which she appeared on. What tool or resource would you recommend to grow a small business? When it comes to tools, Kerry swears by the Value Builder System, which helps owners see their business through a buyer's eyes, score it across key value drivers, and figure out exactly where to improve to maximize value and exit readiness. What advice would you give yourself on day one of starting out in business? If she could give herself advice on day one of starting out in business, Kerry laughs and says she'd simply tell herself to “buckle up,” because it's going to be a hell of a ride—full of challenges, personal growth, and ultimately the chance to create freedom and live life on her own terms. Book a 20-minute Growth Chat with Troy Trewin to see if you qualify for our upcoming course. Don't miss out on this opportunity to take your small business to new heights! Enjoyed the podcast? Please leave a review on iTunes or your preferred platform. Your feedback helps more small business owners discover our podcast and embark on their business growth journey. Quotable quotes from our special Grow A Small Business podcast guest: Always run your business as if you'll sell it tomorrow — that's how you build something truly valuable — Kerry Boulton Buckle up — because business is the best roller coaster ride you'll ever take — Kerry Boulton Cash is the oxygen of your business; ignore it and you'll suffocate — Kerry Boulton
Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about the Coldplay ‘Kiss Cam’ couple and how to handle these situations when they show up in the workplace. Segment 2: Philippe Weiss, President, Seyfarth at Work, joins John to talk about the peril that often comes with more power. In a quest for […]
Segment 1: Ilyce Glink, owner of Think Glink Media and Best Money Moves, joins John Williams to talk about home inventory hitting a 5-year high, and the latest ping pong game of ‘he said-he said’ between President Trump and Treasury Secretary Scott Bessent. Segment 2: Jim Dallke, Director of Communications, TechNexus Venture Collaborative, tells John about the big events happening for TechChicago […]
Segment 1: Ilyce Glink, owner of Think Glink Media and Best Money Moves, joins John Williams to ‘color in’ the details surrounding what the markets have done this past week. Segment 2: Dave Charest, Director of Small Business Success for Constant Contact joins John Williams to talk about how small businesses stay on top during summer, the slow season. Dave […]
Segment 1: Ted Rossman, Senior Industry Analyst at Bankrate, joins John to share tips on how to pay off credit card debt. Segment 2: Bree Fowler, Senior Writer, CNET, cnet.com, joins John to talk about the class action $8 billion investors' lawsuit against Meta CEO Mark Zuckerberg and the company leaders, and other business news. […]
Segment 1: Paul Nolte, Senior Wealth Advisor and Market Strategist, Murphy & Sylvest, joins John to talk about the ongoing news surrounding tariffs. Then, Paul breaks down bank earnings and inflation data. Segment 2: Brad Folkens, Co-founder, iAsk.ai joins John to talk about what makes this software so useful for all A.I. curious users. Segment 3: Erin […]
Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about CPS layoffs and what types of jobs those people try and get post-layoffs. Tom then pivots and discusses the importance of the CTA as well as the problems with it and how those aspects impact Chicago businesses and commuters. Segment 2: Craig […]
Welcome to a new episode of Business Lunch! In this episode, Roland Frasier and Ryan Deiss dive deep into the importance of taking real vacations as entrepreneurs and business owners. They share personal stories about extended time off, discuss the dangers of burnout, and offer practical advice on setting boundaries and making rest a non-negotiable part of your business life. The conversation covers how stepping away can reset your habits, boost creativity, and ultimately make you more productive and fulfilled. This episode is a must for entrepreneurs, business owners, solopreneurs, and anyone feeling overwhelmed by their work. If you struggle to take time off, feel burned out, or want to learn how rest can actually help your business thrive, this conversation is for you.Highlights:“You have to not let your work schedule bully you.”“Burnout happens when you run out of options and get super hyper resentful of the business.”“Rest is work. You actually are more productive when you take some time off.”“If you're in a state of extreme burnout, before you do something drastic, take at least one week off.”Timestamps:00:00 - Returning from Vacation: Setting the Stage00:38 - The Value of a 30-Day Break00:54 - Off-Peak Living and Family Scheduling03:55 - Work Expands to Fill Your Time07:18 - There's Never a Perfect Time for Vacation0:09:22 - Burnout and Resentment: The Real Cost0:10:54 - Teams vs. Solopreneurs: The Vacation Impact14:11 - Why Your Business Exists to Serve You19:18 - Staycations and Non-Negotiable Time Off21:58 - Advice for Burnout: Take a Break Before QuittingCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Michael Miller, Economics Professor, Western Washington University and Professor Emeritus at DePaul University, joins John Williams to talk explain how one person has so much power over tariffs and the economy, the role immigrants play in our economy, why fertility is falling across the world, and how much weather forecasters can impact the economy. Segment […]
Segment 1: Jared Dillian, Best selling financial author of the new book, ‘Rule 62: Meditations on Success and Spirituality,' joins John Williams the latest rounds of tariffs including the tariff on Brazil and copper. Jared also explains his journey of writing his newest self-help book. Segment 2: Bree Fowler, Senior Writer, CNET, joins John Williams to talk […]
Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about what we need to know about Trump’s Big Beautiful Bill. Terry explains what the bill does, what it doesn’t do, and to clear up confusion about taxes and social security benefits. And as always, Terry answers all of your financial questions. And John and Terry […]
Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about how to make yourself a valuable commodity at work. Segment 2: Philippe Weiss, President, Seyfarth at Work, joins John to talk about how AI is enhancing human management habits. Segment 3: Dennis Rodkin, residential real estate reporter for Crain's, joins John to talk about the former […]
Segment 1: Ilyce Glink, owner of Think Glink Media and Chief Communications Officer and Chief Wellness Officer, Best Money Moves, joins John Williams to talk about extreme greed taking over the market, what’s in the Big Beautiful Bill, and some stats on the massive gig economy. Segment 2: Jim Dallke, Director of Communications, TechNexus Venture Collaborative, tells John about Rivian sales struggling […]
Welcome to a new episode of Business Lunch. In this episode, Ryan Deiss and I dive deep into the art of creating effective offers and adapting sales strategies for different business models. From navigating the challenges happening because of rising ad costs to understanding the nuances of sales motions, we share valuable insights and practical tips. Whether you're selling high-ticket items or aiming to optimize online conversions, this episode is packed with advice to help you convert successfully .Highlights:"Sales motion impacts offer structure.""You've got to say at what point in this process do we get agreement on the problem? Because there's got to be problem agreement before anything else.""If you can understand levels of awareness, you understand probably 80% of what you need to know to be really good at sales and marketing."Timestamps:00:00 - Problem Agreement04:05 - Shifting Sales Strategies05:07 - Sales Motion and Offer Structure07:30 - Ad Cost Challenges10:00 - Sales Assist and Sales Function11:45 - Levels of Awareness13:20 - Problem Awareness to Solution Awareness14:40 - Crafting Effective Lead Magnets15:50 - Adapting to Market ChangesCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook• Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Jack Ablin, Chief Investment Officer and Founding Partner, Cresset Capital, talks to John about the market powering back despite ongoing uncertainty, what’s behind the market hitting all-time highs, the complex bond market picture, and the U.S. dollar experiencing its worst first half since 1973. Segment 2: Greg Glass, CEO, Fanstake, joins John to talk about their competitive NIL […]
Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about what she likes and dislikes about President Trump’s tax bill, the market reaction to what’s in the bill, the weakness in housing and jobs data, and why now is a perfect time to reevaluate your 401(k). Terry also answers all of your financial questions.
Welcome to a new episode of Business Lunch, Ryan Deiss and I dissect the recent hype surrounding two new AI-powered gadgets - the Humane AI pen and the Rabbit. Both products promised to revolutionize our lives with features like real-time feedback and enhanced productivity. However, reviews have been scathing, exposing the devices as clunky, unhelpful, and ultimately a letdown. We delve into the challenges of launching new hardware products in a crowded market and explore the dangers of overpromising and failing to deliver, highlighting how a great marketing campaign can backfire if the product itself isn't exceptional.Highlights:"The people are not stupid long term, we're all a little stupid short term from time to time.""It's a game of replacement, not enhancement.""The better you are at marketing, the better your product better be.”Timestamps:00:54 - Introduction02:36 - Memorial Day05:26 - AI Devices and Hype07:17 - The Future of AI Gadgets12:24 - Apple Vision Goggles14:21 - Lessons Learned16:30 - Nobody Wants More Stuff17:32 - Rabbit Using Chat GPT23:10 - Marketing Lessons (and Mistakes)CONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook• Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about what you need to know if you want to grow as an employee, the financial situation in Chicago and what needs to be done to help the city become more safe, inclusive, and prosperous. Segment 2: Steven Esposito, President of Yellowstone Wealth Management in […]
Segment 1: Ilyce Glink, owner of Think Glink Media and Best Money Moves, joins John Williams to talk about a new study that shows that in many markets buyers need a $17,000 raise to afford a home, and how many people have a side hustle. Segment 2: Jim Dallke, Director of Communications, TechNexus Venture Collaborative, tells John about two Chicago companies were […]
Welcome to a new episode of Business Lunch! In this episode, Roland Frasier and Ryan Deiss tackle the controversial topic of 'shadow standards' in the workplace. They explore the ethics and implications of employees outsourcing their own jobs to other workers, often in other countries, without their employers' knowledge. The discussion touches on the legal, ethical, and practical ramifications of this growing trend and offers insights into how both employees and employers can navigate this complex landscape.Highlights:"Employees are outsourcing their jobs, effectively becoming mini-agencies themselves.""Is it deceptive if you wouldn't proudly announce what you're doing?""Good employers will always support efficiency and innovative ideas.""Outsourcing your job without transparency is setting yourself up for liability."Timestamps:00:00 - Introduction 01:12 - The Great Resignation and Quiet Quitting02:49 - Ethical Dilemma: Outsourcing Personal Jobs05:30 - Employer Perspective on Shadow Standards08:49 - Legal and Security Implications12:19 - Hypocrisy and Exploitation in Shadow Work14:41 - Building a Team Ethically and Transparently18:35 - Crucial Policies and Handbook Updates20:31 - Encouraging Transparent Efficiency23:02 - The Problem with Shadow Work24:37 - The Value of High-Level Employees30:55 - Conclusion and TakeawaysCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Craig Bolanos, Founder and Wealth Advisor at VestGen Wealth Partners, joins John Williams to talk about the stock market reaching all-time highs, why he believes the market is fairly priced, what needs to happen to happen for the market to move even higher, when we might see an impact on tariffs, if he expects two […]
Segment 1: Mike Leonard, Executive Vice President, Wintrust Commercial Banking, joins John Williams to talk about Wintrust’s footprint throughout the area, why it’s important to be embedded in neighborhoods, the importance of community involvement, the pride they take in the work they do, and the passion they have about bettering the communities they are in. […]
Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about new home sales falling in May, if this means there are buying opportunities, and the latest on Social Security and if you should take benefits earlier. Terry also answers all of your financial questions.
Welcome to a new episode of Business Lunch! This episode is a deep dive into how unconventional thinking and strategic agility can transform business challenges into powerful growth opportunities. With a focus on creative deal-making, innovative funding strategies, and the art of leveraging constraints, this episode provides listeners with actionable insights and inspiration to rethink their approach to business. Perfect for entrepreneurs at any stage, this conversation illuminates the path to unlocking the potential within your business, revealing the blueprint for achieving breakthrough success and sustainable growth.Highlights:"The most promising opportunities often start as average propositions that require work to uncover their true value.""Tailored expertise can open up new opportunities in deal-making, transforming constraints into strategic advantages.""Creative solutions often outshine straightforward financial injections, paving the way for long-term success and growth."Timestamps:00:29 - "Behind-the-Scenes Business"01:27 - "Innovative Deal Structuring"04:22 - "Exploring Funding Options"06:18 - "Uncovering Value in Opportunities"08:16 - "Addressing Key Growth Bottlenecks"10:44 - "Expertise in Eliminating Constraints"11:14 - "Funding Through Sales Innovation"14:08 - "Inventory Challenges in E-Commerce"19:22 - "The Power of Creative Solutions"24:43 - "Speculating Future Growth"Mentioned in this episode:Get Roland's Training on Acquiring Businesses!Discover The EXACT Strategy Roland Has Used To Found, Acquire, Scale And Sell Over Two Dozen Businesses With Sales Ranging From $3 Million To Just Under $4 Billion! EPIC Training
Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about what you need to know about getting hired in a tough job market. Segment 2: Philippe Weiss, President, Seyfarth at Work, joins John to talk about the benefits of the ‘paint a simple picture’ style of leadership. Segment 3: James Rodriguez, Senior Reporter, […]
Segment 1: Ilyce Glink, owner of Think Glink Media and Chief Communications Officer and Chief Wellness Officer, Best Money Moves, joins John Williams to talk about selling Best Money Moves and what it means moving forward, the rise of the everyday millionaire, the salary Americans say they now need to earn to live comfortably, Compass suing Zillow over their […]
Segment 1: Phillip Shaw, CFP, Senior Advisor, Goldstone Financial Group, joins John to talk about the market performance this week, how the conflict between Israel and Iran is impacting the economy, what tariffs might do to the market, how much inflation has come down, if the Fed will cut rates in July, the economy being healthy overall, and […]
Segment 1: Julie Smolyansky, CEO of Lifeway Foods, joins John Williams to talk about National Kefir Day, what they are doing to celebrate 40 years in business, how the company brought Kefir to the United States, the cultural relevancy of Lifeway Kefir, how much the company has grown, the expansion into other products, the health […]
Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about a new report that shows the Social Security retirement trust fund may be depleted in less than a decade, what needs to be done to fix Social Security, and her thoughts on Fed Chair Powell’s interest rate decision. And as always, Terry answers all […]
Welcome to a New Episode of Business Lunch! In this episode, Roland Frasier and Ryan Deiss dive deep into the world of mergers, acquisitions, and private equity. They share insider strategies for selling your business, from understanding platform vs. tuck-in acquisitions to negotiating multiples and avoiding common pitfalls. Whether you're a founder considering an exit, a business owner curious about private equity, or just looking to maximize your company's value, this conversation is packed with actionable insights..Highlights:"People don't buy services, they buy better versions of themselves.""You want to be the platform company, not the tuck-in acquisition.""Private equity is fishing to avoid a process, don't take the first offer.""The more you prove you can acquire and integrate, the higher your multiple."Highlights:00:00 Introduction and Setting the Scene06:05 Facilitators Appreciation and Round Table Rumble07:09 Discussion on Exits and Private Equity08:57 Understanding Private Equity Deals15:57 Negotiation Strategies and Mistakes to Avoid27:06 Preparing for a Successful Exit33:33 Maximizing Company Value for Acquisition37:37 Current Market Trends and Multiples41:27 Strategic Considerations for Selling Your Business46:09 Navigating Acquisition Offers and Due Diligence01:05:25 Connecting with Potential Buyers and Investors01:07:50 Introducing Deanna Rogers and Closing RemarksCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Segment 1: Mark Hamrick, Washington Bureau Chief and Senior Economic Analyst for Bankrate.com, joins John to talk about a new survey that shows 65% of Americans think tariffs would be bad for their personal finances. Mark also talks about the resiliency of the market, and the likelihood the Fed keeps interest rates steady. Segment 2: Dennis Rodkin, residential real estate reporter for Crain's, joins […]
Segment 1: Faron Daugs, CFP, Founder and CEO, Harrison Wallace Financial Group, joins John to talk about the market continuing to weather various storms, the status of President Trump’s tax bill, what we know about Trump’s trade agreements, the consumer feeling pretty good overall, the latest inflation data, and what he expects the Fed to do this […]
Welcome to a new episode of Business Lunch! In this episode, Ryan Deiss and I delve into the intricate dance between pursuing success and nurturing personal life. As entrepreneurs, the quest for a meaningful legacy often leads us down a path of extremes. We talk about some insights on finding equilibrium amidst the chaos of business growth, family commitments, and personal health. Whether you're scaling the heights of your career or seeking satisfaction in the simple things, this conversation offers valuable perspectives on prioritizing what truly counts.Highlights:"Be intentional about your seasons...that's important.""As long as I'm remembered by the kids, I'm good. It's such an ego thing to me." 3. "Being intentional about what you're doing...you're probably going to be okay." Timestamps:00:00 -Weather & Life's Storms02:22 -The Legacy Question05:55 -Wealth vs. Health07:20 -Entrepreneurial Extremes09:05 -Life's Balancing Act10:00 -Yearly Planning for Balance14:00 -Practical Balance Tips16:02 -Wealth's Diminishing Returns18:08 -100 Million: A Turning Point?20:50 -Legacy's Ephemeral NatureCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Welcome to Business Lunch! Join Roland and Ryan as they discuss the changing landscape of subscription businesses. This episode is a must-listen for entrepreneurs, business owners, investors, and anyone interested in understanding why the subscription model that once seemed like a golden ticket is now facing serious challenges. Learn how to adapt your business strategy in an era of subscription fatigue and changing consumer preferences.Highlights:"If you're not a utility, you're probably a nice to have.""Consumers don't love subscriptions. Businesses and investors do.""The time to value needs to be measured in minutes, if not seconds.""Shadow Subscription Revenue is the new game in town."Timestamps:00:00 - Introduction 0:01:02 - Discussing the JP Morgan Stock Recommendation0:02:55 - Amazon's Role in Online Purchasing Trust0:06:33 - Subscription Fatigue and Pandemic Impact0:11:51 - Macroeconomic Factors Affecting Subscription Value0:16:47 - Post-Subscription Economy Models0:20:27 - Result-Based Subscription Pricing0:22:34 - Advice for Struggling Subscription Businesses0:25:30 - Valuation and Recurring Revenue Insights0:27:47 - Alternative Approaches to Recurring Revenue0:28:15 - ConclusionCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Welcome to a new episode of Business Lunch! On today's episode, Ryan Deiss unpacks the full story behind his viral “retirement” post, a headline that unexpectedly ignited controversy, curiosity, and massive engagement. He shares the real reason behind DigitalMarketer's major pivot, the behind-the-scenes chaos of a misfired email campaign, and the strategic follow-through that turned a happy accident into one of their most successful promotions ever. If you want to learn how to harness viral attention and turn it into real revenue, this episode is a masterclass in doing exactly that.Highlights: “I'm retiring from digital marketing and taking my company down with me.”“It was a forcing function for me to finally stop doing what I always defaulted to.”“We're not training people anymore. We're training AI.”“The post was an accident. What happened after? That was strategy.”Timestamps: 00:00 From 1999 to Now: A Marketing Journey02:42 The Viral “Retirement” Post05:00 The Unexpected Reactions08:19 Why DigitalMarketer Had to Pivot12:41 Email Chaos Behind the Scenes15:00 Handling a Viral Moment in Real Time20:00 Lessons From the Comments Section24:06 What Ryan Would Do Differently Next Time7:32 The 77% Opt-in Rate Town Hall31:53 Retiring With a Final OfferCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Welcome to a New Episode of Business Lunch! In this episode, Roland Frasier and Ryan Deiss dive deep into the world of mergers, acquisitions, and private equity. They share insider strategies for selling your business, from understanding platform vs. tuck-in acquisitions to negotiating multiples and avoiding common pitfalls. Whether you're a founder considering an exit, a business owner curious about private equity, or just looking to maximize your company's value, this conversation is packed with actionable insights..Highlights:"People don't buy services, they buy better versions of themselves.""You want to be the platform company, not the tuck-in acquisition.""Private equity is fishing to avoid a process, don't take the first offer.""The more you prove you can acquire and integrate, the higher your multiple."Highlights:00:00 Introduction and Setting the Scene06:05 Facilitators Appreciation and Round Table Rumble07:09 Discussion on Exits and Private Equity08:57 Understanding Private Equity Deals15:57 Negotiation Strategies and Mistakes to Avoid27:06 Preparing for a Successful Exit33:33 Maximizing Company Value for Acquisition37:37 Current Market Trends and Multiples41:27 Strategic Considerations for Selling Your Business46:09 Navigating Acquisition Offers and Due Diligence01:05:25 Connecting with Potential Buyers and Investors01:07:50 Introducing Deanna Rogers and Closing RemarksCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Welcome to a new episode of Business Lunch! In this conversation, Roland Frasier and Ryan Deiss break down one of their favorite business strategies: using partnerships to scale without extra capital or risk. If you're an entrepreneur, founder, or marketer looking to grow your business faster (and smarter), this episode is for you. Roland and Ryan reveal how to create strategic partnerships that can exponentially increase your reach, resources, and revenue without spending a dollar more on ads or infrastructure.Highlights:“If you can't write down the offer in a sentence, it's probably not going to work.”“The best partnerships solve a need for both sides.”“Speed to implementation is everything.”“You get further when you grow together.”Timestamps:00:00 Introduction01:54 A Definition of Partnership Marketing04:40 The Difference Between Affiliate and Strategic Partnerships07:30 How to Identify the Right Partners10:45 Crafting a Compelling Partnership Offer15:10 The 9 Core Areas Where Partnerships Can Drive Growth21:03 Example: Scaling a Software Business Without Spending a Dime26:12 The Importance of Speed and Simplicity31:30 Avoiding the Most Common Pitfalls35:58 Final Advice for EntrepreneursCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier
Welcome to a new episode of Business Lunch! In this episode, Roland and Ryan break down how different groups exploit the power of AI, emphasizing the contrast between 'one-shot answer' users and those who have interactive conversations with the technology. Drawing insights from thought leaders like Sam Altman and Stanford professors, they discuss the effectiveness of AI when used interactively, exploring how generational and economic divides influence AI utilization. This episode is essential for anyone wanting to maximize their productivity, learning, and business potential through advanced AI practices. Highlights: "The way you use AI says more about your future than your resume." "Delegate and prioritize high-value time versus lower-value time." "Most younger users expect a multi-step interaction with AI." "Wealthy people value their time more and are comfortable delegating to AI." Timestamps:00:00 Introduction: Maximizing AI Effectiveness01:57 The Role of Executive Function in AI Utilization06:06 Statistics on AI Usage Across Generations10:08 Delegation and Time Management with AI18:07 Valuing Time: A Key to Success22:36 The Value of Delegation and Outsourcing24:08 Using AI to Save Time and Effort27:25 Prompt Chaining and Expert Consultation32:37 Ensuring AI Accuracy and Context39:12 AI as a Business Partner40:55 Engaging with AI for Personal Growth41:29 ConclusionCONNECT • Ask Roland a question HERE.RESOURCES:• 7 Steps to Scalable workbook • Get my book, Zero Down, FREETo learn more about Roland Frasier