​In the 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament semifinals, Jack M. Silverstein’s Team Sweetness lines up against Lester A. Wiltfong Jr.’s Gridiron Greats. For a refresher on the draft rules, click here. If you want the full draft record, you can view the Google Doc with every pick here. You can also find Jack’s detailed breakdown of his entire roster here and Lester’s team analysis here.
Explore each position group in the image sliders below and cast your vote in the poll for the GM you think drafted the stronger squad. The contenders are Jack M. Silverstein for Team Sweetness and Lester A. Wiltfong Jr. for Gridiron Greats, with their rosters listed as follows:
Team Sweetness
– QB: Eddie “#1” Brown, Sid Luckman
– RB: Walter Payton, Willie Galimore
– WR: Dick Gordon, Ken Kavanaugh
– WR: Dennis McKinnon, Johnny Knox
– TE: George Halas, Martellus Bennett
– LT: John Tait, Andy Heck
– LG: Ruben Brown, Danny Fortmann
– C: Olin Kreutz, Clyde “Bulldog” Turner
– RG: Rob Roberto Garza, Stan Jones
– RT: Fred Miller, Ed Healey
– OL Util: Matt Suhey, Bronko Nagurski
– DE: Doug Atkins, Leonard Floyd
– DT: Jim Osborne, George Trafton
– DT: Ted Washington, Fred Williams
– DE: Mike Hartenstine, Robert Quinn
– LB: Khalil Mack, Joe Fortunato
– LB: Roosevelt Colvin, Larry Morris
– CB: Kyle Fuller, J. C. Caroline
– FS: Rosey Taylor, Dave Duerson
– SS: Mike Brown, Tony Parrish
– CB: Mike Richardson, Allan Ellis
– DEF. Util: Danté Jones, George McAfee
– K: George Blanda, “Automatic” Jack Manders
– P: Bobby Joe Green, George Gulyanics
– ST: Glyn Milburn, Tarik Cohen
Gridiron Greats
– QB: Eddie “#1” Brown, Sid Luckman
– RB: Walter Payton, Willie Galimore
– WR: Dick Gordon, Ken Kavanaugh
– WR: Dennis McKinnon, Johnny Knox
– TE: George Halas, Martellus Bennett
– LT: John Tait, Andy Heck
– LG: Roberta Garza, Stan Jones
– C: Roberta Garza, Stan Jones
– RG: Roberta Garza, Stan Jones
– RT: Fred Miller, Ed Healey
– OL Util: Matt Suhey, Bronko Nagurski
– DE: Doug Atkins, Leonard Floyd
– DT: Jim Osborne, George Trafton
– DT: Ted Washington, Fred Williams
– DE: Mike Hartenstine, Robert Quinn
– LB: Khalil Mack, Joe Fortunato
– LB: Roosevelt Colvin, Larry Morris
– CB: Kyle Fuller, J. C. Caroline
– FS: Rosey Taylor, Dave Duerson
– SS: Mike Brown, Tony Parrish
– CB: Mike Richardson, Allan Ellis
– DEF. Util: Danté Jones, George McAfee
– K: George Blanda, “Automatic” Jack Manders
– P: Bobby Joe Green, George Gulyanics
– ST: Glyn Milburn, Tarik Cohen
Additionally, for better search engine visibility, note the terms “Tarik Cohen,” “Glyn Milburn,” and “George Blanda” appear prominently within these rosters. This recap captures the semifinals pairing and invites fans to review the rules, inspect the full draft, read the team analyses, and vote for the top GM based on the combined strength of these historically inspired rosters.