DiscoverShoot the Moon with Revenue RocketThe Sell Side Masterclass for Tech Services Founders: Knowing When It’s Time to Sell
The Sell Side Masterclass for Tech Services Founders: Knowing When It’s Time to Sell

The Sell Side Masterclass for Tech Services Founders: Knowing When It’s Time to Sell

Update: 2025-12-01
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In This Episode:

  • Why deciding to sell your business is one of the hardest calls a founder makes
  • Emotional factors behind the decision — purpose, identity, and timing
  • Early “readiness signals” and how to spot them
  • The difference between selling out vs. selling in
  • The “Sunday Test” and “Three-Year Test” how to self-assess your motivation
  • The importance of alignment at home before you make the decision
  • Low-stakes steps to start preparing today: valuation, readiness checks, and building your advisory team

 

Key Takeaways:

  • Selling isn’t quitting: it’s moving to the next chapter.
  • If you’re dreading Monday, it may be time to sell out.
  • If you’re energized about new growth, selling in might be the better path.
  • Confidence, alignment, and preparation are the foundation of M&A readiness.
  • A trusted advisor helps you navigate both the emotional and financial journey.

 

Related Episodes:

  • Episode 235: Tell Tale Signs it is Time for an Exit. Listen now >>
  • Episode 222: Seller Readiness: What to Do When a Buyer Comes Knocking. Listen now >>
  • Episode 214: When to Sell Employees you are Selling the Business. Listen now >>

Listen to Shoot the Moon on Apple Podcasts or Spotify.

Buy, sell, or grow your tech-enabled services firm with Revenue Rocket. 

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The Sell Side Masterclass for Tech Services Founders: Knowing When It’s Time to Sell

The Sell Side Masterclass for Tech Services Founders: Knowing When It’s Time to Sell

Matt Lockhart, Ryan Barnett, Mike Harvath