Startups For the Rest of Us

Episode 743 | How to Sell Your Business Without Regret


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In episode 743, Rob Walling and Dr. Sherry Walling read the first chapter of their new book, Exit Strategy: The Entrepreneur’s Guide to Selling Your Company Without Regret. They discuss the emotional and psychological challenges of selling a business, and why it’s often harder than founders expect. They offer insights on how to prepare for a sale, protect your mental health, and how to best navigate this major life change that few others understand.

Back the book on Kickstarter

Episode Sponsor:

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Topics we cover: 
  • (1:49) – Exit Strategy Introduction
  • (6:56) – Exits are complicated
  • (11:16) – One of the hardest things you’ll ever do
  • (15:57) – Your business is your baby 
  • (18:35) – Entering the unknown
  • (26:49) – Six factors that shape how you feel about an exit
  • (31:03) – Making it real
  • Links from the Show: 
    • Exit Strategy: The Entrepreneur's Guide to Selling Your Business Without Regret
    • Back the book on Kickstarter
    • MicroConf Connect Applications Close Today, December 10th
    • Rob Walling (@robwalling) | X
    • Dr. Sherry Walling (@sherrywalling) | X
    • The SaaS Playbook
    • Built to Sell by John Warrillow
    • Touching Two Worlds by Dr. Sherry Walling
    • The Entrepreneur’s Guide to Keeping Your Sh*t Together by Sherry Walling, PhD, Rob Walling
    • If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!

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