Chicago Tribune

Rick Kogan: ‘Underbelly’ podcast offers a most compelling tale of a most unlikely spy and his Chicago connections

Reporters Bob Herguth, left, and Abdon Pallasch, who host“ The Rebel Kind” podcast, stand outside of the Dirksen federal building on May 3, 2024, in Chicago.

CHICAGO — If you have never met a real spy in person — and who has? — you nevertheless carry an image of a spy in your mind and it may be that of James Bond, Napoleon Solo, Jason Bourne, George Smiley or maybe some combination of those and others.

There are a lot of fictional spies but none of them can prepare you for Dave Rupert, the compelling real-life centerpiece of a 12-part podcast series called “Underbelly: The Rebel Kind,” currently unfolding on various platforms.

New episodes come every Wednesday, each roughly an

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