3 Bears offseason gambles that are paying off (and 1 that has already flopped)

The Chicago Bears took plenty of risks this offseason, but not all of them are paying off so far.

By Michael Haney · Bear Goggles On

Published: Thursday, 15 October 2026 at 11:00 AM

Key Things to Know

Michael Haney evaluates four Chicago Bears offseason moves, arguing three have succeeded while one has flopped.
Writer Michael Haney highlights Kalif Raymond, Dillon Thieneman, and Kentavius Street as successful additions.
The writer labels defensive tackle Neville Gallimore a flop, criticizing his performance after signing a $10 million contract.

The Story in 60 Seconds

Writer Michael Haney evaluates four Chicago Bears offseason moves, identifying three successful low-cost additions alongside one notable free-agency disappointment. Haney highlights receiver Kalif Raymond, rookie safety Dillon Thieneman, and defensive tackle Kentavius Street as moves that have effectively paid off for general manager Ryan Poles and the team so far.

Conversely, Haney argues that defensive tackle Neville Gallimore has flopped after signing a $10 million deal, citing severe struggles against the run. Meanwhile, Raymond currently leads the Bears in receptions, while Thieneman has quickly anchored the secondary with 37 tackles and an interception.

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3 Bears offseason gambles that are paying off (and 1 that has already flopped)

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