In the second hour, Joe Ostrowski was joined by Bryan Perez of NBC Sports Chicago to discuss Chiefs star quarterback Patrick Mahomes' record-breaking 10-year contract extension that could be worth up to $503 million and the way it makes the Bears feel three years later after they bypassed him in the 2017 NFL Draft. They also discussed the Bears' quarterback competition between Mitchell Trubisky and Nick Foles and wondered if that storyline could get worse in the near future. Later, Ben Heisler of Sports Illustrated joined the show to discuss Mahomes' contract from the perspective of someone in Kansas City and to share what futures bets he likes in MLB.

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