It's Bears Bracketology on Da Windy City podcast! The crew created a bracket of 16 players whom the Bears may select with the No. 25 pick. Alex Shapiro acts as Director of College Scouting. Kenneth Davis acts as GM. The pair go through the bracket until only one player remains as THE pick for the Bears this year.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

The biggest names in free agency have mostly found their new homes, but there are still players on the market who can help the Bears win football games this season.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

The Bears have begun reshaping their roster in earnest with the opening of free agency legal tampering. Kenneth Davis and Alex Shapiro break down the new names, both big and small, and share their thoughts on how they'll fit into the team this season. Plus, should the Bears make a move for Maxx Crosby after the Ravens backed away from their blockbuster deal?

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Next man up. The Bears have big holes to fill with the departure of three key players. Kenneth Davis and Alex Shapiro share their thoughts on how Ryan Poles and Ben Johnson can use their assets most effectively through the draft and free agency.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Free agency hasn't even opened, and the Bears will already look much different in 2026. Some moves were expected. Others were massive surprises. Kenneth Davis and Alex Shapiro break down all the news and share how it will affect the team moving forward.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

The yearly NFLPA report cards have been released. The Bears improved in some areas, but saw their grades drop in others. Kenneth Davis and Alex Shapiro comb over all the details like concerned parents at teacher conferences.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Ben Johnson and Ryan Poles met with the media at the NFL Combine earlier this week and shared some interesting info on how the team will attack the offseason. Kenneth Davis and Alex Shapiro go over some of the more interesting talking points and share their biggest takeaways.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Maxx Crosby trade rumors are picking up pace again, and once again the Bears have been linked to the superstar pass rusher. Kenneth Davis and Alex Shapiro break down a prominent deal that's been floated online and discuss whether or not the hypothetical move would benefit the team.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

There's a lot of buzz about the Bears taking a step towards Northwest Indiana. Kenneth Davis and Alex Shapiro break down the latest news updates, explain what it really means and how it affects the team's stadium search.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Iowa has entered itself into the race to pry the Bears away from Chicago. The team's stadium saga gets wilder by the day, and Kenneth Davis and Alex Shapiro break it all down.

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy