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Lester is the Editor-in-Chief at Windy City Gridiron, and he’s been writing about the Chicago Bears since 2005. In 2016 he kicked off his T Formation Conversation podcast and has since added co-hosting Bear & Balanced to his resume. He’s also guested on several TV, radio, and podcast outlets over the years to share his takes on the Bears and the NFL.

Chicago Bears Sackwatch 2023: Bye Week Check-In

Let’s see where the Bears rank in sacks allowed with five games remaining on the schedule...

Report: Bears doing ‘due diligence’ on the Soldier Field South Lot for their next stadium

Making Monsters: How Cairo Santos went from foreign exchange student to the Bears

Taylor Doll’s latest making Monsters is all about Bears kicker Cairo Santos and his incredible journey from Brazil to the NFL!

Is Braxton Jones Locked in at Left Tackle and our Weekly Bears Confidence Poll

Vote in this week’s Bears Reacts Survey!

Justin Jones is the Bears’ nominee for the Walter Payton Man of the Year Award

An outstanding honor for Justin Jones.

NFL Week 14 Odds: Chicago Bears are 5-point underdogs to Detroit Lions

We check in on the early odds for the Detroit Lions at Chicago Bears game on week 14.

Chicago Bears Sackwatch 2023: Week 12 vs Minnesota Vikings

Three sacks to break down, but the Bears won a game!

Why is fan confidence in the Chicago Bears rising?

We share the results to this week’s Reacts poll here.

Bear Bones: Exclusive interview with Dr. Jeremy Alland, Chicago sports team physician

We’re being joined by Dr. Jeremy Alland, team physician for several Chicagoland sports teams including the Bulls, White Sox, and Fire.

Chicago Bears Reacts Confidence Survey for Week 13

While a winning streak has elluded Matt Eberflus’ Bears, he did check off two coaching boxes with the win on Minday night.