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Join Michael and Benjamin as they discuss and debate the latest news from Chicago sports with a comedic twist.

Windy City Rant

Explicit

Ep. 25: Busy Lives

28 MAY 2022 · Ben and Michael play some catch up. Ben gets some Joe Rogan experience. Baseball season is halfway done for Michael and his team, but football season is coming up soon.

1h 2m 30s
EP: 24 Busted Bracket

22 MAR 2022 · Our Brackets are busted. $1M parlay, all legs but one missed. Matty Ice a great QB? Smart house not so smart

36m 35s
Explicit

Ep: 23 March Madness

16 MAR 2022 · March Madness is here! What is happening in NFL?!?! Another capper with a $500k day?

1h 1m 22s
Explicit

Ep 22. How's Everyone Doing?

4 MAR 2022 · We play catch up. Talk about great pizza. New handicapper out there. Great comedy show Ben just went to. We have a game we want to play during an episode…coming soon?

39m 15s
S2 E8: Fight Night Font vs Aldo

4 DEC 2021 · We break down Fight Night Rob Font vs José Aldo. Ben says where he thinks you should put your money

42m 12s
S2 E7: Myles Weber

3 DEC 2021 · Comedian Myles Weber joins us. We talk about Dry Bar Comedy. His new special coming out. New business idea. And hes about to be a dad

55m 10s
S2 E6: Thanksgiving

30 NOV 2021 · Thanksgiving round up with Mac and Cheese. Wiffle Ball! Triad Combat? What is it?

55m 6s
S2 E5: Do the Bears surprise anyone anymore?

22 NOV 2021 · Bears can’t handle the backup Ravens. Silver Glove boxing event. Date night with Bob Saget

38m 2s
S2 E4: Squid Games

19 NOV 2021 · Is Squid Games good? What games would you be okay with playing? AB what are you doing? Let’s talk Quarterbacks.

58m 2s
S2 E3: Why do you suck?

16 NOV 2021 · Our matchup week is here! Anyone running away with their conference? Let’s make some drinks!

1h 11m 1s