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Could The Simmons Trade Backfire Like The Khalil Mack Deal? The Chicago Bears Have 2 Ways To Prevent It

The Chicago Bears have been down this road before. As crazy as it sounds, this is now the third time in the past 17 years that the franchise has surrendered two 1st-round picks for a veteran player. They did it…

Published: Saturday, 31 October 2026 at 11:44 PM
Could The Simmons Trade Backfire Like The Khalil Mack Deal? The Chicago Bears Have 2 Ways To Prevent It
Key Things to Know
  • Sports Mockery argues the Bears have two strategies to stop the Jeffery Simmons trade from harming long-term roster depth.
  • The analysis suggests the Bears must either succeed on second-round picks or aggressively stockpile additional draft capital.
  • Chicago previously traded two first-round picks for Jay Cutler in 2009 and Khalil Mack in 2018.
The Story in 60 Seconds

Erik Lambert of Sports Mockery argues that the Chicago Bears can avoid past franchise pitfalls following their blockbuster acquisition of defensive tackle Jeffery Simmons for two first-round picks. Drawing comparisons to previous trades for Jay Cutler and Khalil Mack that eventually damaged the roster's depth, Lambert outlines two specific strategies the Bears front office must adopt to maintain long-term competitive success without early draft capital.

According to the analysis, general manager Ryan Poles must either successfully hit on remaining second-round selections or actively stockpile extra mid-to-late round draft picks through trades and compensatory selections. Lambert highlights past successful models from the Rams, Vikings, and Chiefs, noting that Poles has previously demonstrated experience utilizing both roster-building approaches in Kansas City and Chicago.

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