EP 86: What Founders Get Wrong About Exits (and How John Rood Got It Right) episode artwork

EPISODE · May 22, 2025 · 40 MIN

EP 86: What Founders Get Wrong About Exits (and How John Rood Got It Right)

from $100M Exits with Jason Kirby · host Jason Kirby

Most founders dream of a life-changing exit. But few actually prepare for it, until it’s too late.In this episode of Fundraising Demystified, I sit down with John Rood, an exited founder who scaled a tutoring side hustle into a global edtech business, and sold it for over eight figures to private equity.John also shares the story behind his book Beyond the Exit and why post-exit life is often not what you think it will be.----------------------------------------Raising capital?Get a list of vetted VCs for FREE here: https://web.thunder.vc/list-of-investors-vcs-for-founders?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode86&utm_id=FundraisingDemystifiedPodcastGet the latest fundraising insights, news, and tips:https://blog.thunder.vc/funding-101?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode86&utm_id=FundraisingDemystifiedPodcastWe talk:00:00 – The Brutal Truth No One Tells Founders02:04 – How John Turned Tutoring into SaaS Gold05:21 – The Finance Hack That Boosted His Valuation07:10 – What Really Kicks Off an Exit11:08 – The $10M Mistake Founders Keep Making13:59 – What’s Actually Enough for You?17:01 – Why Most Founders Regret Life After Exit22:52 – Angel Investing: The Ego Trap No One Admits28:22 – The Weirdly Happy Knife Founder Story-----------------------------------About John RoodJohn Rood is the author of Beyond the Exit and the founder of one of the world’s leading pre-med test prep businesses. After scaling the company into a content-and-software powerhouse, he exited for over eight figures to a private equity firm. He now advises founders on exit strategy and post-exit reinvention, drawing from both his wins and the emotional landmines no one warns you about.Connect with John: LinkedIn: https://www.linkedin.com/in/johnrood1/Get the book: https://www.beyondtheexitbook.com/

Most founders dream of a life-changing exit. But few actually prepare for it, until it’s too late.In this episode of Fundraising Demystified, I sit down with John Rood, an exited founder who scaled a tutoring side hustle into a global edtech business, and sold it for over eight figures to private equity.John also shares the story behind his book Beyond the Exit and why post-exit life is often not what you think it will be.----------------------------------------Raising capital?Get a list of vetted VCs for FREE here: https://web.thunder.vc/list-of-investors-vcs-for-founders?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode86&utm_id=FundraisingDemystifiedPodcastGet the latest fundraising insights, news, and tips:https://blog.thunder.vc/funding-101?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode86&utm_id=FundraisingDemystifiedPodcastWe talk:00:00 – The Brutal Truth No One Tells Founders02:04 – How John Turned Tutoring into SaaS Gold05:21 – The Finance Hack That Boosted His Valuation07:10 – What Really Kicks Off an Exit11:08 – The $10M Mistake Founders Keep Making13:59 – What’s Actually Enough for You?17:01 – Why Most Founders Regret Life After Exit22:52 – Angel Investing: The Ego Trap No One Admits28:22 – The Weirdly Happy Knife Founder Story-----------------------------------About John RoodJohn Rood is the author of Beyond the Exit and the founder of one of the world’s leading pre-med test prep businesses. After scaling the company into a content-and-software powerhouse, he exited for over eight figures to a private equity firm. He now advises founders on exit strategy and post-exit reinvention, drawing from both his wins and the emotional landmines no one warns you about.Connect with John: LinkedIn: https://www.linkedin.com/in/johnrood1/Get the book: https://www.beyondtheexitbook.com/

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EP 86: What Founders Get Wrong About Exits (and How John Rood Got It Right)

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This episode is 40 minutes long.

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This episode was published on May 22, 2025.

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Most founders dream of a life-changing exit. But few actually prepare for it, until it’s too late.In this episode of Fundraising Demystified, I sit down with John Rood, an exited founder who scaled a tutoring side hustle into a global edtech...

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