Ep 499 After the Deal: The Hidden Cost of Generational Wealth
Release Date: 06/20/2025
Ep 530 $40M for a Big Fish in a Small Pond
Built to Sell Radio
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 frustration into a business idea you can explain fast Choose focus over hype when...
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Ep 529 The Personal Brand Trap and how to slash a 3-Year Earn-Out to 9 Months Without Giving Up Value
Built to Sell Radio
The fastest way to make a service company unsellable is building it around a personal brand. When clients hire you—because of your reputation, your name, and your specific expertise—you haven't built a business; you’ve built a high-paying job. And as Gavin Bell realized, you can't sell a reputation. Gavin was known as the "Facebook Ads Guy" in the UK. He was making good money, but he knew that to build a sellable asset, he had to fire himself as the face of the company. He rebranded his firm from "Gavin Bell" to...
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Ep 528 The Dirty Businesses that Create Quiet Millionaires
Built to Sell Radio
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, you discover how to: ...
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Ep 527 How to Avoid an Earn-Out (Even in a Service Business)
Built to Sell Radio
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 transitioned patients carefully. Over a few years, his billings went from roughly 43% of revenue to single...
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Ep 526 Best of 2025: 4 Moments That Change How You Exit
Built to Sell Radio
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 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 leverage instead of liabilities Build leverage before a first offer quietly sets your ceiling Create real alternatives so...
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Ep 525 How to Know When to Get Out: What to do when Shopify threatens, Selling vs. hiring a CEO. A controlled process instead of massive auction and getting your cash up front.
Built to Sell Radio
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 deal that put most of his cash in hand up front. In this...
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Ep 524 3 Non-Negotiables to Walk Away Clean, Turn Your Expertise into Recurring Revenue, and Avoiding a Deal-Killing Clause.
Built to Sell Radio
Most experts who start a practice or studio end up trapped by their own success. The schedule is packed, the waitlist is long, but every dollar still depends on them showing up. In this week’s episode of Built to Sell Radio, John talks to a physical therapist who turned a fully booked, owner-dependent practice into a boutique fitness business with recurring revenue, a second-in-command, and a clean exit on her terms. After a first deal collapsed on closing day thanks to a last-minute bank clause, she went back to market with three non-negotiables and still got a seven-figure...
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Ep 523 15 x EBITDA for a Service Firm
Built to Sell Radio
In this episode of Built to Sell Radio, John Warrillow sits down with Ujwal Arkalgud, who built the same company twice. Chapter one was a classic problem: a profitable, founder-heavy services firm with impressive EBITDA but a ceiling on valuation. Chapter two began when he turned that service into a productized offering, transformed how customers bought his work, and ultimately sold for more than 15x EBITDA — roughly three times the offer he received as a simple service provider.
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Ep 522 The difference between 4x vs.8x EBITDA, Customer Concentration Discounts, PE Re-trades with Eric Wiklendt on this special edition of Inside the Mind of an Acquirer
Built to Sell Radio
For many owners, private equity feels like a black box: a buyer shows up with a multiple, some debt, and a term sheet, and it is hard to tell whether you are getting a fair shake or being set up for a painful re-trade later. In this Inside the Mind of an Acquirer episode of Built to Sell Radio, John Warrillow sits down with Speyside Equity managing director Eric Wiklendt.
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Ep 521 10x Outcome Selling Tiny to Private Equity and how to make the ‘Cruise vs Double Down’ Decision
Built to Sell Radio
Andrew Roberts spent two decades turning a bootstrapped family company from Brisbane into one of the most widely used text editors on the web, then faced the hardest call of his career: keep a comfortable, profitable business or push for a bigger exit with venture capital and private equity in the mix.
info_outlineYou’ve built a valuable company. Maybe you’re even thinking about selling. But what happens after the wire hits?
In this episode of Built to Sell Radio, Alex Bean, co-founder of Divvy, shares what it felt like to sell his company for $2.5 billion—and why the real challenges began after the deal closed.
This conversation will help you think more strategically about what you’re really building—and how to avoid the regrets that often follow a big payday.