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$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
6 days ago2 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


15X EBITDA For A Service Firm: Strategies from Ujwal Arkalgud
In this episode of Built to Sell Radio, John Warrillow sits down with Ujwal Arkalgud, who built the same company twice.

Kyle Winder
Dec 11, 20252 min read


Explaining the Difference Between 4X VS 8X EBITDA: Insights with Private Equity Buyer, Eric Wiklendt
Private equity buyer Eric Wiklendt reveals what really drives multiples and how owners can avoid the traps that drag valuations down.

Kyle Winder
Dec 1, 20253 min read


Insights from Andrew Robert after his $Million Dollar Outcome Selling Tiny to Private Equity
Hear Andrew Robert full Exit Story on Built to Sell Radio and see how his decisions around valuation, customer concentration, and rolling equity might shape the way you think about your own endgame.

Kyle Winder
Nov 24, 20253 min read


How Chris Hutchins convinced Google to buy Milk and Wealthfront to acquire Grove
Discover how Chris Hutchins sold two startups by showcasing assets—team, product, IP—over revenue to strategic acquirers

Kyle Winder
Nov 17, 20253 min read


Will your business be more valuable this time next year?
For many, January is a time of rebirth and resolutions. It’s a month to reflect on last year’s achievements and to set goals for the year...

Staff Writer
Nov 17, 20253 min read


The Recurring Revenue Bump
Last month, Darden, the owner of the Olive Garden restaurant chain, announced it was acquiring Ruth’s Chris, the legendary American...

Staff Writer
Nov 12, 20253 min read


Spencer Dennis on How to Avoid the Unforced ERRORS That Can Wipe Out Your Equity
This is a cautionary tale for any owner negotiating with “sophisticated” investors. Learn from Spencer Dennis how avoidable investor mistakes, such as bad deal terms, can quietly erode your hard-earned equity.

Kyle Winder
Nov 10, 20253 min read


The Purest Way to Increase the Value of Your Business
Picture a magic slot machine. Each time you pull the arm, you make back a multiple of whatever you wagered. How much time would you...

Staff Writer
Nov 10, 20252 min read


How First Impressions Can Drive the Value of Your Business
The initial impression customers have of your business often influences how much they decide to spend with your company. This is well...

Staff Writer
Nov 5, 20253 min read


John Ruffolo on Growth Equity, Control, and When Rolling Equity Fails
Discover how John Ruffolo redefines growth equity, control, and why traditional private equity structures are failing today.

Kyle Winder
Nov 4, 20256 min read


What To Do When Your Clients Wants You?
Do your customers ever ask that you personally get involved in their account? If so, one of the best things you can do to improve the...

Staff Writer
Nov 3, 20253 min read


The Switzerland Structure
One of the eight factors that impact the value of your company is something the team at The Value Builder System refers to as “The...

Staff Writer
Oct 29, 20253 min read


The Surprising Truth of Zain Jaffer's 9 Figure Exit and shared How To Keep $23 Million
Zain Jaffer’s 9 Figure Exit reveals how to protect wealth, avoid scams, and build a lasting legacy.

Kyle Winder
Oct 27, 20253 min read
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