Punched

Why Most Founders Aren’t Actually Prepared to Exit

March 06, 20252 min read

"Everyone has a plan until they get punched in the mouth." – Mike Tyson

Introduction
Most founders believe they’re ready to exit—until reality proves them wrong. They focus on financials, deal structures, and legal terms, but overlook the most critical factor: themselves. True exit readiness isn’t just about the numbers; it’s about emotional, psychological, and strategic alignment.

The 5 Signs You’re Not Actually Ready to Exit

  1. Your Identity is Tied to Your Business – If your self-worth is defined by your company, an exit will feel like a loss, not a win.

  2. You Have No Clear Post-Exit Plan – If you don’t know exactly what you’ll do next, you’re setting yourself up for uncertainty and regret.

  3. You’re Still Deeply Involved in Day-to-Day Operations – A business that can’t run without you is a business that’s not truly sellable.

  4. You’re Avoiding Conversations About Legacy – If you haven’t defined the impact you want to leave, you’re not ready to move on.

  5. You Feel More Fear Than Excitement – A founder who is truly ready sees their exit as an opportunity, not an ending.

How to Prepare for a Successful Exit

  • Detach Your Identity from Your Business – Start building an identity outside of your company now.

  • Clarify Your Next Mission – Have a vision for what comes after the exit, whether it’s investing, philanthropy, or a new venture.

  • Delegate and Systematize – A strong leadership team and automated operations increase both valuation and transition success.

  • Redefine Success Beyond Money – Wealth alone doesn’t equal fulfillment; design a life that aligns with your values and aspirations.

Final Thought
Exiting isn’t just about selling—it’s about stepping into the next chapter of your life with confidence and clarity. If you’re not prepared on every level, your exit could become your biggest regret instead of your greatest opportunity.

Your Next Step
Take the NEO Assessment to evaluate your true exit readiness and uncover gaps you need to address before making your next move.

Jerome Myers is America’s leading exit authority, specializing in guiding founders through the emotional, financial, and strategic complexities of business exits. As the creator of the Founder’s Exit Paradox framework and the N.E.X.T. methodology, he helps entrepreneurs transition from business owners to legacy builders. A sought-after speaker, advisor, and host of the Your N.E.X.T. podcast, Jerome empowers high-achieving leaders to redefine success beyond their companies.

Jerome Myers

Jerome Myers is America’s leading exit authority, specializing in guiding founders through the emotional, financial, and strategic complexities of business exits. As the creator of the Founder’s Exit Paradox framework and the N.E.X.T. methodology, he helps entrepreneurs transition from business owners to legacy builders. A sought-after speaker, advisor, and host of the Your N.E.X.T. podcast, Jerome empowers high-achieving leaders to redefine success beyond their companies.

Back to Blog