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The Exit Podcast
In a world surrounded by opportunity The Exit talks to those people who have bought and sold businesses. In 30 minutes, you will learn how they did it, why they did it and a world of EXITS, currently occupied by a small few but accessible to most.
Episode 272
Why 50% of Founders Regret Selling: A Guide to Exiting Without Leaving Millions with Chris Spratling
Selling a business is often viewed as the ultimate payday—a single, celebratory event where you sign a contract and walk away into the sunset. But for many entrepreneurs, the reality is starkly different. In a recent interview, Chris Spratling, Founder and Managing Director at Chalk Hill Blue, revealed a startling statistic: over 50% of sellers […]
Episode 269
Why Most Founders Raise Money Too Early (And Other Exit Mistakes to Avoid) with James Rose
Learn why raising capital too early can hurt your exit, plus strategic insights on M&A, valuation multiples, and deal negotiation from Inflective Group CEO James Rose. Discover what actually drives acquisition interest.
Episode 268
How I Bought 20 Companies for £1 (And Why Your Business Might Be Unsellable) – Exit Lessons with Lee Smith
When Lee Smith bought his first company for just one pound, most people thought he was crazy. Twelve years and 20+ acquisitions later, he’s proven there’s a method to the madness, and valuable lessons for anyone planning to sell their business. What he’s learned might make you rethink everything about preparing your business for exit.
Episode 267
You Just Sold Your Business. Now What the Hell Do You Do? Common Mistakes Entrepreneurs Make with Carolyn Nolan
When entrepreneurs think about selling their business, they typically focus on the deal itself – valuations, terms, negotiations. But there’s a crucial conversation that rarely happens: What comes next for you personally? Carolyn Nolan, CEO and Private Wealth Advisor at TNG Private Wealth, has spent over 20 years helping entrepreneurs navigate the often-overlooked personal and […]
YOUR HOST
Steve McGarry
An entrepreneur, content creator, and investor based in sunny Tampa, Florida. In 2015, while living in San Francisco, Steve sold his first fintech startup LendLayer to Max Levchin’s (founder of PayPal) consumer finance company Affirm.
Episode 268
How to Prepare Your Business for Exit: Expert M&A Insights from 100+ Public Offerings
Strategic advice on business valuation, exit timing, and negotiation tactics from Unity Group partner Callum Laing
When it comes to selling your business, most entrepreneurs only get one shot at getting it right. That’s why learning from someone who’s facilitated over 100 company exits can save you from costly mistakes and help you maximize your business valuation.
Episode 266
The Eight-Figure Miss: Hard-Won Lessons From Multiple Exits with Danny Davis
Danny Davis, CEO and founder of Hyperfi, has navigated the treacherous waters of entrepreneurship multiple times—from taking a cannabis tech company public to missing an eight-figure investment opportunity. His journey offers invaluable lessons for entrepreneurs building their next venture and M&A professionals evaluating founder-led businesses.
Episode 265
De-Risk, Delegate, and Deliver a Great Exit: How Certified Exit Planner Julie Keyes Helps Founders Sell Smart
Julie Keyes shares insights on planning smooth, profitable business exits. She emphasizes early preparation, aligning personal finances, legal matters, and mindset, and building a business that thrives without its founder. Julie also covers timing, risk management, and negotiation strategies to protect and maximize your exit.
Episode 265
The Hustler’s Playbook: Peter Korbel’s Journey from Food Trucks to a Tech Acquisition
Serial entrepreneur Peter Korbel shares his journey from launching a D.C. food truck to building and selling StoreMe, an on-demand luggage storage startup acquired by Stasher. He reflects on resilience, reinvention, and lessons from his exit, now channeling his experience into helping founders through his firm and newsletter.
Episode 264
From Startup to Coca-Cola and Back Again: The Full-Circle Journey of ZICO Founder Mark Rampolla
Mark Rampolla, founder of ZICO Coconut Water, shares his journey from Peace Corps volunteer to selling ZICO to Coca-Cola—and later buying it back. He reveals insights on scaling brands, negotiating major deals, and building purpose-driven companies through GroundForce Capital.
Episode 263
Parenting, Pivots, and a $40M Disney Deal: Rufus Griscom’s Exit Story
Rufus Griscom, co-founder of Nerve, Babble, and Next Big Idea Club, shares lessons from his $40M Disney exit. From early struggles to scaling Babble into the top parenting site, he highlights disciplined growth, cultivating acquirers, and selling on momentum. Today, he champions big ideas with thought leaders.
Episode 262
Blake Hutchison on AI, Cross-Border Deals & the Future of Digital M&A
Flippa CEO Blake Hutchison discusses digital M&A’s evolution, revealing 36% growth despite market decline. He highlights ecommerce’s resurgence, AI-native businesses’ rise, and Lauren AI’s role in deal sourcing. With 83% cross-border transactions and stronger online businesses, this episode spotlights the future of smarter, global digital acquisitions.
Episode 261
Timing, Focus, and Bold Moves: How Divya Gugnani Builds and Sells Businesses
Serial entrepreneur Divya Gugnani shares her journey from finance to founding five companies and achieving three exits, including Send the Trend’s rapid sale to QVC. She stresses cash management, early preparation, hiring strong operators, and selling during growth. Today, she educates founders worldwide, sharing business and AI insights on TikTok.
Episode 260
Think Big, Exit Smart: Ingrid Vanderveldt’s Playbook for Entrepreneurs
Ingrid Vanderveldt, founder and CEO of EBW Worldwide, shares her journey from early inspiration to launching and exiting multiple ventures, and ultimately creating EBW to empower one billion women through access to capital.
Episode 259
Exits with Integrity: Wendy Diamond on Building Businesses That Last
In this episode of The Exit: Wendy Diamond, serial entrepreneur and founder of WEDO, shares her journey of blending profit with purpose. From early ventures and animal advocacy to founding Women’s Entrepreneurship Day in 100 countries, Wendy champions women, integrity-driven founders, and social impact.
Episode 258
From Shark Tank to Petco: How Ben Zvaifler Turned PupBox Into an Exit
In this episode of The Exit: Ben Zvaifler shares his journey from founding PupBox, sold to Petco after Shark Tank, to launching Cloud Water Filters. He reflects on negotiation, earn-outs, and corporate dynamics, emphasizing resilience, learning from exits, and using experience to build bolder ventures.
Episode 257
Exit Like a Pro: Alan Franks on Building Value, Timing Your Sale, and Securing Your Future
In this episode of The Exit: Alan Franks explains how business owners can maximize value and achieve financial independence before selling. He highlights the importance of tracking worth, planning for transferability, building strong systems and a management team, and using tax strategies. Success, he says, requires a top-tier advisory team.
Episode 256
The Power of Brand and Timing: Rob Basso’s Exit Playbook
In this episode of The Exit: Entrepreneur Rob Basso grew Advantage Payroll Services to $25M, planning his exit from day one. He prioritized clean financials, visibility, and authenticity, ultimately selling to a public company on his terms. Rob’s journey shows that successful exits require preparation, self-awareness, and choosing the right buyer for both financial and personal fulfillment.
Episode 255
Profit, Purpose & the Creator Economy: Lessons from Bubba Page’s Startup Journey
In this episode of The Exit: Bubba Page shares lessons from bootstrapping Launch Leads, launching Influence.VC, and navigating success, failure, and founder burnout. He champions lifestyle businesses, critiques VC myths, and explores how creator partnerships can drive profitable growth. A must-listen for founders weighing exit and funding options.
Episode 254
From Weddings to Winning Exits: How Kerri Glover Built & Sold a 7-Figure Service Brand
In this episode of The Exit: Kerri Glover shares how she built and sold her wedding planning business for 7 figures, covering SOPs, financial prep, branding, and what buyers really want. A must-listen for anyone turning a service business into a valuable, sellable asset.
Episode 253
The 30% Mistake: Why Most Founders Leave Money on the Table with Linda Hamilton
In this episode of The Exit: Linda Hamilton, a Certified Exit Planning Advisor, shares why early exit planning builds resilience and optionality—not just a sale. She stresses clean financials, documented systems, and team support as key to exit success, especially for women founders. Exit readiness boosts value, confidence, and post-sale satisfaction.
Episode 252
When to Let Go: The Emotional Side of Selling Your Business – Lessons from Jonathan Bennett
In this episode of The Exit, Jonathan Bennett shares the emotional side of selling a business. From identity loss to smart negotiation, he explores the importance of exiting at your peak, choosing the right successor, and finding purpose after the sale. A must-listen for founders planning their next chapter.
Episode 251
From Engineering to Exits – Christy Brown’s Journey Building & Selling Businesses
In this episode of The Exit, Christy Brown, CEO of Dr. Noze Best, shares her journey from engineer to multi-exit entrepreneur. She discusses the power of accelerators, supporting 260+ women-led startups, lessons from her exits, and the realities of venture funding. Her parting insight: “Scaling is a strategy. Exiting is personal.”
Episode 250
Scaling with Purpose: Anne Mahlum’s $100M Success Story
In this episode of The Exit: Anne Mahlum shares her journey from nonprofit founder to fitness empire builder. After scaling Solidcore to 100 studios, she sold the business for $100M—plus a $10M bonus. She unpacks how early exit planning, smart negotiation, and bold vision helped her win big—and why founders should always ask for more.
Episode 249
The Psychology of Selling a Business with Anthony Citrolo, NYBB Group
In this episode of The Exit: Anthony Citrolo reveals the emotional, strategic, and financial realities of preparing for a sale. From exit planning mistakes to buyer expectations and hidden risks, this must-hear episode is packed with insights every founder should know—long before they’re ready to sell.
Episode 248
Fortune Favors the Brave: How Lisa Jones is Building a $50M Exit with Kindness, Grit & Systems
In this episode of The Exit: Lisa Jones, founder of Shecom, shares her journey from fired employee to entrepreneur with three exits. She highlights key lessons on profitability, systems, and financial literacy while building a mission-driven, all-female team toward a bold $50M goal.