#61 – Jack Oujo – Too Smart to Be an Umpire, Too Hungry to Fail episode artwork

EPISODE · Jun 8, 2026 · 35 MIN

#61 – Jack Oujo – Too Smart to Be an Umpire, Too Hungry to Fail

from The Athlete2Business Podcast · host Athlete2Business

Jack Oujo spent 8 years grinding through the minor leagues as a professional baseball umpire. 1,500 games. Rock bottom pay. One shot at the majors.At 30, he got released. A supervisor told him he was "too smart to be an umpire."So he went back to zero.Ernst & Young hired him. He studied every single night for four straight years — CPA, CFP, Master's in Taxation, securities and insurance licences — while working full time, not knowing exactly where it would lead.It led to Oujo Wealth Strategies, one of the nation's largest tax-focused wealth management firms, and a seven-figure income built on the same process-driven discipline he learned calling balls and strikes behind home plate.Jack breaks down how he navigated the identity crisis of leaving sport, why your athletic work ethic doesn't disappear when the career ends, and the mindset shift that took him from counting hats in an audit room to managing wealth for some of America's most successful people.His new book, Too Smart to Be an Umpire, is out now.

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#61 – Jack Oujo – Too Smart to Be an Umpire, Too Hungry to Fail

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This episode was published on June 8, 2026.

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Jack Oujo spent 8 years grinding through the minor leagues as a professional baseball umpire. 1,500 games. Rock bottom pay. One shot at the majors.At 30, he got released. A supervisor told him he was "too smart to be an umpire."So he went back to...

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