Startups For the Rest of Us

Episode 743 | How to Sell Your Business Without Regret


Listen Later

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:

Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io

For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too.

Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.” 

Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer. 

To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups

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!

      Subscribe & Review: iTunes | Spotify

      ...more
      View all episodesView all episodes
      Download on the App Store

      Startups For the Rest of UsBy Rob Walling

      • 4.9
      • 4.9
      • 4.9
      • 4.9
      • 4.9

      4.9

      683 ratings


      More shows like Startups For the Rest of Us

      View all
      This Week in Startups by Jason Calacanis

      This Week in Startups

      1,281 Listeners

      a16z Podcast by Andreessen Horowitz

      a16z Podcast

      1,008 Listeners

      The SaaS Podcast - SaaS, Startups, Growth Hacking & Entrepreneurship by Omer Khan

      The SaaS Podcast - SaaS, Startups, Growth Hacking & Entrepreneurship

      180 Listeners

      The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

      The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

      525 Listeners

      Built to Sell Radio by John Warrillow

      Built to Sell Radio

      208 Listeners

      The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

      The Official SaaStr Podcast: SaaS | Founders | Investors

      179 Listeners

      Founders by David Senra

      Founders

      1,754 Listeners

      Noah Kagan Presents by Noah Kagan

      Noah Kagan Presents

      901 Listeners

      Masters of Scale by WaitWhat

      Masters of Scale

      3,986 Listeners

      Y Combinator Startup Podcast by Y Combinator

      Y Combinator Startup Podcast

      214 Listeners

      REWORK by 37signals

      REWORK

      212 Listeners

      My First Million by Hubspot Media

      My First Million

      2,616 Listeners

      The Startup Ideas Podcast by Greg Isenberg

      The Startup Ideas Podcast

      185 Listeners

      Marketing Against The Grain by Hubspot Media

      Marketing Against The Grain

      346 Listeners

      Moneywise by Hampton

      Moneywise

      633 Listeners