Which Was Your Least Favorite Chicago Bears 2026 Free Agency Move?

I saw this topic over at Pro Football Focus and thought it would be interesting to share here to get your perspective, but also as a WCG roundtable for our writers.

Before checking in on what we had to say, here’s what PFF gave for their least favorite Chicago Bears move of the 2026 free agency period.

Least Favorite Move: DI Neville Gallimore

The Bears signed Gallimore to a contract that suggests he’d start. However, Gallimore has yet to earn a PFF overall grade above 60.0 in any season, and his 56.6 PFF overall grade in 2025 ranked just 75th.

That contract, by the way, is for two years and $10.0 million with $5.0 million guaranteed.

Now here’s what our team had to say…

Sam Householder – Jedrick Wills and Braxton Jones made for a combo of moves that seem to muddle a key position. On one hand, I get the argument that you’re opening a competition to fill in for the injured Ozzy Trapillo. On the other hand, neither player’s signing moves the needle in a way that tells me “left tackle is definitely not going to be an issue in September.”

Jeff Berckes: Not re-signing Andrew “Big Bill” Billings. I understand that he doesn’t fit the Dennis Allen defense. I’m not arguing from a football X’s-and-O’s perspective. I just mean the vibes. I’m going to miss that massive human being.

Sarah DeNicolo – Feel like we have more holes now than we did prior to the offseason, nervous about relying heavily on rookies. Also, not a huge fan of Garrett Bradbury or bringing back Braxton Jones. Hope I’m wrong!

Mongo Peanut – The money spent on Neville Gallimore seems a little rich. Was hoping for a bigger splash at DT, and was underwhelmed by a decent payout to a middling talent.

Erik Duerrwaechter – I’m not particularly mad at any of the signings. Moreover, my ire is directed at the lack of a major addition to their DL. I do understand the logic of waiting until the draft to pair a young player with Montez Sweat off the edge. But their pass rush still lacks the teeth necessary to make a deep run in the playoffs.

Donald Gooch – Neville Gallimore. Come on – a guy named Neville in the trenches? But seriously, I dislike this less because of the player and more because this was the only significant move on a defensive line that needs a remake on the level of what the Bears are doing at safety.

Josh Sunderbruch – I’m disappointed in reports that they did offer two firsts for Crosby and hope that’s just smoke, but otherwise I think it was all fine.

Bryan Orenchuk – Kentavius Street. We need a difference maker at DE, not a placeholder. Street turns 30 before the season starts and has never had more than 3.5 sacks in his career. Wouldn’t be shocked if he didn’t make the team. Would have preferred a Cam Jordan or seasoned producer if we went the vet route.

Gary Baugher Jr. – Honestly, I don’t have one. I’m a very “wait and see” kind of person, and I hope every move pans out in some way. I will say, overall, the additions to the defensive line have been somewhat underwhelming, but I’m also optimistic about the draft there.

Lester A. Wiltfong Jr. – The Bears are paying Gallimore more than he’s ever made at any point in his six-year career. I could see if he was younger, then they’d be paying for some upside, but at 29 years old, this is who he is. He better be a perfect scheme fit and have the best year of his career, because so far, he hasn’t looked like a guy who should have warranted that kind of contract.

Now it’s your turn. Which Bears move of the 2026 free agency period was your least favorite?