• Ep 526 Best of 2025: 4 Moments That Change How You Exit
    Dec 26 2025

    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 negotiations stop feeling one-sided
    • Prepare for the identity shift that hits after the wire clears
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    37 mins
  • 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.
    Dec 19 2025

    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 episode, you discover how to

    • Decide whether to raise capital, hire a CEO, roll equity, or sell
    • Spot the early signals that a platform is about to "bundle" you into irrelevance
    • Run a tight sale process with a short target list and still generate multiple LOIs fast
    • Negotiate for deal structure that protects you, not just a higher multiple
    • Limit earnout risk by keeping the earnout short and the rules hard to game
    • Separate emotion from the numbers so you can negotiate clean
    • Keep your team aligned through the transition by sharing upside, including the earnout

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    26 mins
  • Ep 524 3 Non-Negotiables to Walk Away Clean, Turn Your Expertise into Recurring Revenue, and Avoiding a Deal-Killing Clause.
    Dec 12 2025

    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 outcome.

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    1 hr and 15 mins
  • Ep 523 15 x EBITDA for a Service Firm
    Dec 5 2025

    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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    1 hr
  • 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
    Nov 28 2025

    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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    1 hr and 14 mins
  • Ep 521 10x Outcome Selling Tiny to Private Equity and how to make the 'Cruise vs Double Down' Decision
    Nov 21 2025

    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.

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    1 hr and 1 min
  • Ep 520 How Chris Hutchins convinced Google to buy Milk—and Wealthfront to acquire Grove—despite not generating much revenue (and no EBITDA)
    Nov 14 2025

    A strategic acquirer is a company buying to advance its own roadmap, distribution, or capabilities—unlike financial buyers (private equity, family offices) who buy primarily for cash flow. To a strategic, value may sit in what you've built, not what you've earned.

    Chris Hutchins' story makes the point. He co-founded Milk, acquired by Google, and later founded Grove, acquired by Wealthfront. Both saw assets they could plug in—product, team, IP—even when revenue and EBITDA weren't impressive.

    If you want a strategic acquirer to pay for what you've built rather than how much money you make, this episode of Built to Sell Radio is for you. You'll discover how to:

    • Define and prioritize the assets a strategic may value now (team, product, customer list, roadmap, even your lease)
    • Reframe your pitch so a distribution-rich buyer may see an immediate lift from your assets
    • Run a fast, momentum-led process that invites quick noes and surfaces real interest
    • Split assets across buyers when it improves the overall outcome
    • Protect employees and customers while you move quickly toward a decision

    If a strategic exit is on your radar, this playbook helps you create options when EBITDA won't carry the deal.

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    56 mins
  • Ep 519 How to Avoid the Unforced Errors That Can Wipe Out Your Equity
    Nov 7 2025

    Spencer Dennis was an elite golfer whose playing career ended with spine surgery in his teens. He became a tour-level coach, running high-performance programs for juniors, college players, and pros. Managing parents, trainers, and recruiters through texts and email was chaos, so he built CoachNow to guide athletes between sessions.

    CoachNow caught on quickly with busy coaches. Then a run of decisions—turning off revenue under "grow fast" advice, stacking convertibles and preferences, and accepting stock-for-stock deals—left Spencer with little to show for a product customers loved. This is a cautionary tale for any owner negotiating with "sophisticated" investors.

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    54 mins