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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; both can be found on 2nd City Gridiron. He’s also guested on several TV, radio, and podcast outlets over the years to share his takes on the Bears and the NFL.

Open Thread Question of the Day: Which “non-star” Bears player could make the biggest impact?

Check out our latest Windy City Gridiron roundtable/2nd City Gridiron podcast question of the day!

WCG’s 2024 NFC North player rankings: Nos. 1-10

In the final article of a five-part roundtable series, the WCG staff ranks the top 50 players in the NFC North heading into 2024.

The Bears’ road back to Arlington Heights should be ‘much easier’ now

A recent report from the Daily Herald reveals a new wrinkle in the Bears stadium saga.

Looking back at my 10 Most Important Chicago Bears of 2023

Lester will kick off his annual 10 Most Important Bears series tomorrow, but before that, here’s a look back at how he ranked his ten last year.

WCG’s 2024 NFC North player rankings: Nos. 11-20

In the fourth article of a five-part roundtable series, the WCG staff ranks the top 50 players in the NFC North heading into 2024.

Chicago Bears All-Time Nickname Team

On-field skill matters in most all-time teams, but this one is purely based on nicknames!

Most Bears fans are confident the team has their franchise quarterback

Bears’ fans have spoken!

This stream has:

The Chicago Bears with the most to prove in 2024

Open Thread: How long have you been a member of our community?

Who has been around WCG the longest?

The Chicago Bears have one of the best linebacker groups in the NFL

Pro Football Focus has the Bears as the number three group of linebackers in the NFL.