top of page

BLOG


Spotting the 'Bad Actor' Clause with Ret Taylor: From His $32M Valuation to Fire Sale
In this episode, you’ll learn how to spot the 'Bad Actor' clause that can convert a business line of credit into a personal obligation without warning. Ret Taylor also discusses how to recognize when your “zone of genius” as a founder has expired & learn that staying bit longer destroys the value.

Kyle Winder
18 hours ago2 min read


Simon Lorenz Story | The 15X Multiple That Let Him Walk Away In 12 Months
In this week’s highlight, we hear from someone who chose a smaller slice of a bigger pie. Simon Lorenz co-founded Klara, a patient communication platform for medical practices, and raised roughly $32 million across six rounds of outside capital before selling to ModMed at 15 times forward revenue.

Kyle Winder
2 days ago3 min read


7-Figure Negotiation Mistakes Founders Make When Selling Their Business with MIT's John Richardson
In this episode with our special guest, John Richardson. You'll find out why the highest offer is not always the best deal, and how to build a personal scorecard that reflects what you actually want.

Kyle Winder
Apr 153 min read


How Murray Kent Bought a Business for $40,000 & Sold It for 6X EBITDA
In this episode of Built to Sell Radio, you discover how Murray Kent negotiate a clean exit with no earn-out complications and no equity rollover.

Kyle Winder
Apr 63 min read


Exit Story: How Jay Richards Turned Failure into a Successful Business Exit
This week on Built to Sell Radio, Jay Richards walks John Warrillow through the full story of selling Imagen Insights and how to navigate two very different acquisition conversations and come out the other side with a deal you are genuinely happy with.

Kyle Winder
Apr 22 min read


How 2 Brothers Bootstrapped AppArmor to a $40M Exit — David Sinkinson Reveals the Hidden Problem That Almost Cost Them $20M
In this episode with David Sinkinson, you'll discover how to protect yourself when a buyer asks a question you weren’t expecting.

Kyle Winder
Mar 313 min read


Why This $5M Business Sold for $25M Cash with Sharon Gillenwater
In this episode with Sharon Gillenwater, you discover how to build and sell a business where customers love you so much they follow you from company to company.

Kyle Winder
Mar 303 min read


Mastering the Deal with Mark Ferrier: The 3 Types of Sellers & Deals — Which One Are You?
In this episode, Mark Ferrier openly discuss how can you discover and to identify your seller type before a buyer does it for you.

Kyle Winder
Mar 193 min read


When Your Buyer Is Risking Their House with Joe Soelberg
This week on Built to Sell Radio, Joe Soelberg joins the Inside the Mind of an Acquirer series to pull back the curtain on what that kind of buyer actually looks like — and what it means for you as a seller.

Kyle Winder
Mar 32 min read


Andrew McConnell on Why a “Short List” of Acquirers May Be a Trap
About This Episode Andrew McConnell built a SaaS company that helped vacation rental managers price homes like airlines using dynamic pricing based on demand. He eventually successfully exited, but not before learning the hard way that building a company and selling one require two entirely different skill sets. In this episode of Built to Sell Radio, Andrew walks through the pivot that saved his business, why his VC backers stayed on board, and the exact moment he realized t

Kyle Winder
Feb 273 min read


The Anatomy of a Failed Deal: How Jed Morris Lost His Business and Rebuilt His Life
In this episode of Built to Sell Radio, John Warrillow talks with Jed Morris, an acquirer who learned this the hard way.

Kyle Winder
Feb 202 min read


Is Your Business Worth More Dead or Alive?
About This Episode Many often think of a “successful exit” as handing over the keys to a perfectly oiled machine—a business that is growing, profitable, and operationally sound. But what happens when the machine starts to sputter? What if the margins are too thin, the operations are exhausting, and you are simply burned out? It is easy to assume that a broken business model means a worthless company. But as this week’s guest on Built to Sell Radio proves, sometimes the indivi

Kyle Winder
Feb 93 min read


Nick Katz Explained the #1 M&A Mistake Founders Make
In this Episode, Nick Katz brings his experience in building, scaling, and selling companies to new ventures and opportunities.

Kyle Winder
Feb 53 min read


$40M Exit by Staying a Big Fish In a Small Pond with Nick Telson-Sillett
About This Episode Nick Telson-Sillett and his co-founder built what you could call “OpenTable for bars and nightclubs” in the UK. Instead of chasing the US (the move most founders are told to make), they went big fish, small pond: dominate their home market first. That focus helped them build DesignMyNight into a business that sold for more than $40M. In this episode of Built to Sell Radio, Nick shares what happened, so you discover how to: Turn one clear customer frustratio

Kyle Winder
Jan 262 min read


The Personal Brand Trap & How to Slash a 3-Year Earn-Out with Gavin Bell
Learn Here Gavin Bell breaks down exactly the fastest way to make a service company unsellable is building it around a personal brand.

Kyle Winder
Jan 193 min read


The Dirty Businesses that Create Quiet Millionaires
About This Episode Some of the richest founders don’t run trendy companies. They run dirty ones. The kind of work you’d never brag about at a dinner party, but that quietly throws off real money because it’s hard, risky, and most people won’t do it. This Built to Sell Radio episode follows Shenar Wood, who built an underground power business by taking on personal risk, earning trust job by job, and eventually selling when he hit a ceiling that had nothing to do with demand,

Kyle Winder
Jan 122 min read


How to Avoid an Earn-Out (Even in a Service Business)
About This Episode Most business owners hit a fork in the road. Stay “on the tools” and keep making great money. Or start feathering back your personal involvement so the business can grow beyond you. In this episode of Built to Sell Radio, Dr. Michael Filosi walks through how he made that shift in a dental practice, without jeopardizing cash flow. He didn’t rip the band-aid off. He reduced his patient days one day at a time while the practice added clinicians and transitio

Kyle Winder
Jan 52 min read


Best of 2025: 4 Moments That Change How You Exit
About This Episode Built to Sell Radio just dropped a year-end special that pulls the strongest moments from 2025 into one episode. Across four formats (Exit Story, Inside the Mind of an Acquirer, Mastering the Deal, and After the Deal), you’ll discover how to: Choose exit value over lifestyle income before comfort caps valuation Spot the “founder-dependent” trap that scares off serious buyers See how buyers price risk, not just revenue and EBITDA Use imperfections as leverag

Kyle Winder
Dec 29, 20251 min read


How to Know When to Get Out with Ryan O’Leary
About This Episode If you’re feeling a little queasy about the pace of change, you’re not alone. AI is accelerating competition in almost every market, and it’s making some business models feel irrelevant almost overnight. In this episode of Built to Sell Radio, John Warrillow talks with Ryan O’Leary, who saw a similar wave coming in payments when Shopify started bundling merchant processing into its plans. O’Leary chose to sell before the shift crushed margins, structuring a

Kyle Winder
Dec 22, 20252 min read


3 Non Negotiables to Walk Away Clean: Insights from Christa Gurka
If you are the expert in your business and you are worried you will get trapped working for your buyer, Krista’s three non-negotiables offer a clear blueprint for structuring a deal on your terms.

Kyle Winder
Dec 15, 20253 min read
bottom of page
