AI vs Two Money Guys

AI vs Two Money Guys

Update: 2025-10-17
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đź’Ą This week, Pete and Damian face off against their newest (and possibly most intimidating) competitor: Artificial Intelligence.


Can two seasoned money nerds outthink an algorithm? In each round, Pete or Dame tackles a real financial dilemma — from whether to raid an emergency fund to pay off debt, to deciding between a Roth or traditional 401(k). Then, they read the AI’s answer and debate which response wins on accuracy, empathy, and practicality.


It’s human experience versus machine logic — and the results might surprise you. Who gives the better advice: the pros with decades of experience or the robot with instant access to infinite data?


Tune in for laughs, sharp insights, and a fresh look at the future of financial guidance.


🎧 Featuring rounds like “The Credit Card Conundrum,” “The Roth Riddle,” and “The College Crunch.”


👾 Man. Machine. Money. Only one can win.

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AI vs Two Money Guys

AI vs Two Money Guys

IBJ Media