From Angel To Exit

26: How to Sell the Same Company Twice — And Exit With More Every Time

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What if you could sell your company—twice? In this episode, Bruce Eckfeldt talks with Matthew Porter, founder of Contegix and now Partner & Co-Founder at EONOVA, about how he bootstrapped a data center company, scaled it through acquisition, and sold to private equity—twice. Matthew shares the behind-the-scenes of deal negotiations, what he learned from his first exit, and how a second sale turned lessons into leverage.

 

Key Takeaways:

  • You can sell your company twice—if you structure the first exit with a second in mind.
  • Founder identity and mental health are critical in long-term exit strategy.
  • Private equity isn’t the enemy—but you must understand their value model.
  • Second exits offer a rare chance to fix what you missed the first time.
  • Growth through acquisition drives both scale and valuation.
  • Negotiate your role, not just your price, post-exit.
  • Build with optionality: prepare for a sale, even if you’re not planning one.
  • Fit and alignment often matter more than the highest bidder.

    • Links & Resources

    • Matthew Porter

      • Email: [email protected]

      • https://www.linkedin.com/in/meporter/

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                From Angel To ExitBy Bruce Eckfeldt