What makes someone leave a six-figure job to sleep on a friend’s floor and chase a startup idea no one believed in yet? In this unfiltered solo episode, Travis Holoway shares the version of his success story you won’t find on LinkedIn. Raised in Cleveland by two generations of strong Black women, Travis became a financial advisor before realizing the system he was working in wasn’t built for the people he cared about. So he left it—and started building something better.

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Playing Chess with Gerry Lopez
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