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Caleb Williams can silence Bears' biggest 2026 concern with ease

One analyst identified Chicago's biggest obstacle, but it may actually highlight how far Williams has already come.
ByParker Hurley|
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Dec 28, 2025; Santa Clara, California, USA; Chicago Bears quarterback Caleb Williams (18) passes against the San Francisco 49ers in the first half at Levi's Stadium. Mandatory Credit: Sergio Estrada-Imagn Images
Dec 28, 2025; Santa Clara, California, USA; Chicago Bears quarterback Caleb Williams (18) passes against the San Francisco 49ers in the first half at Levi's Stadium. Mandatory Credit: Sergio Estrada-Imagn Images | Sergio Estrada-Imagn Images

The Chicago Bears quarterback Caleb Williams has already overcome some pretty steep obstacles in his first two years of his NFL career. If the biggest obstacle in his third NFL season is the changing supporting cast around him, as Brad Gagnon suggests, Williams might not have many more obstacles standing in his way.

Chicago Bears quarterback Caleb Williams can overcome the biggest obstacles in 2026

Gagnon notes that they traded D.J. Moore, and they lost Drew Dahlman to retirement. That, combined with questions at left tackle are the biggest issue that Williams will face this year. The analysis was fair, but the conclusion should be that Williams is poised for a massive season if that is the case. 

Moore and Williams did not have a good connection. Moore had his worst years with Williams, and as the year went on, Williams began to throw to other receivers instead of Moore. It did not appear that Moore was a great fit for Ben Johnson either, so his exit might end up being a positive. 

Of course, the team needs other players to step up, but Luther Burden and Colston Loveland seem primed to lead the offense. Williams already showed glimpses of success with these two, so overcoming having to throw to these weapons all year might be easy enough.

The offensive line might take a step back, but Braxton Jones will be healthier at left tackle than last year, and if Logan Jones can step up at center, they might not see a big drop.

More than anything, the reason this seems so easy to overcome is that Williams has faced much worse in his first two years. In his rookie season, his head coach was Matt Eberflus, and the team had Shane Waldron and Thomas Brown call plays. Having two different playcallers as a rookie is hard enough, but the offensive line was much worse than it will be this year as well.

In 2025, the line was much better, but he had to learn a third offensive playcaller’s system in his second year. Johnson was demanding of Williams, too, so being able to overcome this while still leading the team on a playoff run seems to be tougher than this year. 

This year, he can grow in the offense he knows. The players who are stepping into the pass-catching roles are known as well. There is some change, but not as massive as the past two years.

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