1. EachPod

Ep 484 How to Know When It’s Time to Sell

Author
John Warrillow
Published
Fri 07 Mar 2025
Episode Link
https://builttosell.libsyn.com/ep-484-how-to-know-when-its-time-to-sell

Kristie Shifflette built a 13-location Orangetheory Fitness empire from scratch—bootstrapping a capital-hungry business, personally guaranteeing leases, and taking on risk most founders wouldn’t touch. In the end, it paid off for Kristie and in this episode, you’ll discover how to: 

  • Bootstrap a capital-intensive business without giving up control 

  • Reduce your risk when taking on an investor 

  • Attract entrepreneurial employees who will care as much as you do 

  • Think about the $10 million milestone (and why it matters to private equity) 

  • Know when to take some chips off the table—and when to double down 

  • Ace management presentations with an acquirer 

  • Play hard to get (even when you want to sell) 

  • Get an acquirer to bump up their offer  

  • Max out an earn-out payment—even if you don’t quite hit your targets 

  • Spot an acquisition offer that’s likely to be re-traded 

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