Bobby Bonilla - Inside MLB's Best Contract Ever, Engineered by Dennis Gilbert to Pay $1.2M Every July 1st (Bobby Bonilla Day) episode artwork

EPISODE · Jul 29, 2026 · 32 MIN

Bobby Bonilla - Inside MLB's Best Contract Ever, Engineered by Dennis Gilbert to Pay $1.2M Every July 1st (Bobby Bonilla Day)

from The Casey Adams Show · host Listener.com

Today on the Casey Adams Show, I sat down with Bobby Bonilla — yes, that Bobby Bonilla, the man who gets paid $1.2M every July 1st thanks to the most legendary deferred contract in MLB history. We get into his background and career, break down exactly how "Bobby Bonilla Day" came to be, and go deep on the deal itself with insight into the mind of Dennis Gilbert, the super-agent who engineered it. We also talk financial literacy for professional athletes, how so many go broke after the game ends, and why Bonilla's contract stands as one of the smartest long-term plays in sports history. A masterclass in patience, negotiation, and playing the long game.

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Bobby Bonilla - Inside MLB's Best Contract Ever, Engineered by Dennis Gilbert to Pay $1.2M Every July 1st (Bobby Bonilla Day)

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