The Smart Marketer Podcast

Episode 218: Sell Sooner, Not Sorer: The Entrepreneur’s Guide to a Smart Exit


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🎙 Episode 218: Sell Sooner, Not Sorer: The Entrepreneur’s Guide to a Smart Exit Episode Description

What’s the best time to sell your business? Hint: It’s not when you’re burned out.

In this exclusive segment from Smart Marketer’s Smart Business Exit course, Ezra Firestone is joined by Brad Wayland and Chris Moore of Quiet Light to break down why successful businesses are more attractive to buyers—and how to position yours for maximum value, even if you never plan to sell.

“You want to run your business like you're always going to sell it, but you're never going to sell it. You got to love it.” – Chris Moore

Whether you’re planning an exit or just want to build a more scalable and sellable company, this is a must-listen episode packed with honest advice and deep experience.

✅ You Will Learn:
  • Why selling out of boredom leads to missed opportunities (and lower multiples)

  • The #1 pitfall that ruins business sales (and how to avoid it)

  • How to build operational systems that make your company transferable

  • When to let go—and how to know if you're truly ready to exit

  • The mindset shift that helps you scale beyond burnout

  • How great businesses become great acquisitions

  • Why the best time to sell is before you feel done

🔗 Links & Resources:
  • Smart Business Exit : Smart Business Exit - Full Course

  • Smart Marketer AI Tools: ai.smartmarketer.com
  • Quiet Light (Buy/Sell Online Businesses): quietlight.com

  • Ezra Firestone – Smart Marketer: smartmarketer.com

  • Brad Wayland – Quiet Light Advisor: quietlight.com/advisors/brad-wayland

⏱ Timestamps (Key Moments Only):

00:01:21 – The #1 Mistake: Trying to Sell Without a Plan 00:02:51 – Shiny Object Syndrome: How Distraction Hurts Valuation 00:04:37 – How to Replace Yourself (and Why It Can Make the Business Grow) 00:07:36 – When Is the Right Time to Sell a Business? 00:10:21 – The “Anvil on the Chest” Test: Are You Still Fired Up or Burning Out? 00:12:38 – “Good Businesses Always Sell”: Why Market Timing Doesn’t Matter

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Serve the World Unselfishly and Profit! 🚀

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