Focus On Deal Certainty

When selling a company, the best deal isn't necessarily the highest offer, but rather the one most likely to close. This perspective comes from experiencing multiple failed high-value deals and learning the importance of deal certainty over maximum potential value.

Key Points:

  • Deal Evaluation Criteria:

    • Focus on likelihood to close rather than highest dollar amount
    • Consider buyer organization and professionalism
    • Look for red flags in early interactions
    • Value clear communication and straightforward processes
  • Real Experience Example:

    • Milk Road sale had two options:
      • High offer with concerning red flags
      • Fair offer with more professional approach
    • Initially chose higher offer but encountered issues:
      • Lawyer wouldn't show face on calls
      • Questionable legal documentation
      • Unusual payment timing and structure
    • Eventually returned to fair offer which closed successfully
  • Warning Signs to Watch:

    • Disorganized buyers
    • Unprofessional behavior
    • Unusual payment structures
    • Missing or questionable documentation
    • Non-standard legal processes
  • Best Practices:

    • Evaluate buyer credibility early
    • Don't let attractive numbers blind you to red flags
    • Consider long-term relationship potential with buyers
    • Value professional and organized buyers
    • Remember that a closed deal is better than a failed higher offer
  • Deal Psychology:

    • High offers can make you overlook obvious problems
    • "That red flag starts to look just like a it's like is that maroon actually maybe that's orange"
    • Important to maintain objectivity despite attractive numbers
17:04 - 20:28
Full video: 51:37
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Sam Parr

Host of MFM and fitness influencer

Sam Parr is a serial entrepreneur and business media pioneer.

In 2016, he founded The Hustle, a business news media company that started in his kitchen with just $12 and grew to eight figures in revenue.

Sam led the charge in making newsletters popular when few believed in their potential.

After four successful years, he sold The Hustle to HubSpot, a publicly traded company. Now operating as HubSpot Media, The Hustle reaches 3 million readers daily, employs a team of nearly 100, and has been the launchpad for dozens of its staff to found their own media companies and newsletters.

Sam remains the host of the popular business podcast, My First Million, and continues to start and sell companies. He also co-founded Hampton, a highly vetted community for entrepreneurs, founders, and CEOs, and teaches people to write better through his platform, Copy That.

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