Saturday, October 10, 2026
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Caleb Williams Beyond the Gridiron

Caleb Williams is more than just the Bears quarterback: he’s also a serious investor with a firm called 888 Midas, built before he ever took an NFL snap. He joins Front Office Sports to explain how his portfolio has come together and how he balances his business endeavors with his full-time job with the Bears.

From a berry company with farms in Peru, to an NWSL team, to a stake in xAI — Caleb’s portfolio is more diverse than most people his age could imagine. Williams explains why he wants to own an NFL team someday, and the sports league he’s personally obsessed with investing in next.

Plus: he clears the air over his “Iceman” trademark battle with NBA legend George Gervin.

Matt Iseman takes viewers beyond the scoreboard, inside the deals, and face-to-face with the personalities shaping sports.

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