The Ultimate Chicago Movie Cage Match: ‘Hoop Dreams’ vs. ‘Risky Business’

Justin Kaufmann

Justin Kaufmann, Scott Goldstein and Peter Sagal in the Ultimate Chicago Movie Cage Match

What is the best Chicago Movie of all-time? Is it The Blues Brothers? Wayne’s World? The Untouchables?  High Fidelity? Home Alone? We are down to the Sweet 16 and it’s time for you to decide.

Welcome to the No Holds Barred Ultimate Chicago Movie Cage Match. Tonight, 2 movies duke it out and only one can move to the next round. Tonight, raconteur Scott Goldstein makes his case for the documentary “Hoop Dreams,” while “Wait, Wait…Don’t Tell Me!” host Peter Sagal thinks that the film “Risky Business” is more than just Tom Cruise dancing around in his underwear. Who wins tonight’s battle?



This is the podcast for The Justin Kaufmann Show. The show originates from Chicago on WGN Radio and features newsmakers, tastemakers and trailblazers.  Hosted by award-winning broadcaster Justin Kaufmann, this talk show/audio magazine goes in-depth to help you better understand the city (and world) that you live in.

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