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May 7
14m 46s

Episode 218: Sell Sooner, Not Sorer: The...

SMART MARKETER
About this episode

🎙 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:


⏱ 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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