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How The Simmons Trade Proves The Chicago Bears Learned Their Lesson

Blockbuster trades for veteran players are always a dangerous proposition. You’re giving up multiple high-value assets for one guy. Granted, that guy is usually a superstar, but it narrows the margin of error for your team. The Chicago Bears have…

By Erik Lambert · Sports Mockery

Published: Friday, 30 October 2026 at 3:29 AM

Key Things to Know

Erik Lambert argues the Jeffery Simmons trade proves the Chicago Bears learned from past roster-building mistakes.
The Chicago Bears traded two first-round picks to acquire defensive tackle Jeffery Simmons.
Lambert notes the Bears previously traded two first-round picks for Khalil Mack in 2018 without an established quarterback.

The Story in 60 Seconds

Erik Lambert argues that the Chicago Bears' trade of two first-round draft picks for Jeffery Simmons shows the franchise learned from past mistakes. Unlike the 2018 blockbuster trade for Khalil Mack when Mitchell Trubisky was unproven, Lambert contends that general manager Ryan Poles waited until quarterback Caleb Williams proved he is a franchise player before surrendering premium draft capital.

Lambert highlights that historical blockbusters for veteran stars only produce Super Bowl wins when paired with established quarterback play. With Williams entering his prime at age 24, Lambert believes the Bears' process is significantly sounder than previous attempts to contend.

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How The Simmons Trade Proves The Chicago Bears Learned Their Lesson

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