Episode 366: Founder Regret, Exit Clarity & What Money Can't Buy with Jodi Hume episode artwork

EPISODE · Oct 29, 2025 · 52 MIN

Episode 366: Founder Regret, Exit Clarity & What Money Can't Buy with Jodi Hume

from DealQuest Podcast with Corey Kupfer · host Corey Kupfer

85% of founders have regrets about their exits. The research is clear. But here's what surprised me most about this statistic: almost none of them regret leaving money on the table. They regret the clarity work they didn't do beforehand. In my latest conversation with Jodi Hume, an advisor who works exclusively with founders and CEOs navigating acquisitions and exits, we explored what that clarity actually looks like: How to distinguish between what you can compromise on and what will keep you awake at night years later. Why energy management during due diligence directly impacts the quality of your decision-making. The identity piece nobody talks about: who you are after the company is no longer yours. How to protect yourself from making decisions born of depletion rather than strategy. The uncomfortable truth about founder burnout and when an exit might be the right call precisely because you've hit your limit. Jodi's approach is unusual. She's less interested in maximizing valuations than in ensuring founders actually get what they came for—and that they don't regret it afterward. Listen to the full episode if you're even thinking about an exit in the next few years. FOR MORE ON THIS EPISODE: https://www.coreykupfer.com/blog/jodihume FOR MORE ON JODI HUME:https://www.linkedin.com/in/joditurnerhume/https://atthecore.com/ FOR MORE ON COREY KUPFERhttps://www.linkedin.com/in/coreykupfer/https://www.coreykupfer.com/ Corey Kupfer is an expert strategist, negotiator, and dealmaker. He has more than 35 years of professional deal-making and negotiating experience. Corey is a successful entrepreneur, attorney, consultant, author, and professional speaker. He is deeply passionate about deal-driven growth. He is also the creator and host of the DealQuest Podcast. Get deal-ready with the DealQuest Podcast with Corey Kupfer, where like-minded entrepreneurs and business leaders converge, share insights and challenges, and success stories. Equip yourself with the tools, resources, and support necessary to navigate the complex yet rewarding world of dealmaking. Dive into the world of deal-driven growth today!

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Episode 366: Founder Regret, Exit Clarity & What Money Can't Buy with Jodi Hume

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