Married to the Startup

The $465M Exit Where the Founders Got Nothing

Alicia McKenzie Episode 52

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In this week’s episode of Married to the Startup, Alicia and George pull back the curtain on one of the wildest startup stories in recent history — the fantasy-sports giant that sold for nearly half a billion dollars… and left its founders with zero.

They break down:
 • How FanDuel raised $450M and still lost ownership control
 • Why preferred shares, liquidation stacks, and dilution can quietly erase a founder’s upside
 • The crucial difference between building a lifestyle business vs. building to sell
 • Why founders must always model their exit — long before there’s a deal on the table
• The rookie mistakes that make founders give away equity they’ll never get back

This is a real-life MBA case study on what happens when speed, capital, and competition collide — and why understanding your cap table is a survival skill.

Whether you're raising money, scaling, or just dreaming up your next big idea, this episode is your reminder:


 📌 Protect the founder. Protect the equity. Protect the outcome.

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