Caleb Williams Appears On Maxx Crosby’s Podcast Amid Bears’ Trade Rumors

The Chicago Bears are postseason bound, Caleb Williams

Timing is everything in the NFL, and the timing of Chicago Bears QB Caleb Williams appearing on the latest episode of The Rush podcast couldn’t be more interesting. Just as trade rumors began to heat up surrounding Las Vegas Raiders star pass rusher Maxx Crosby, he and Williams sat down for a chat.

Caleb Williams Chats With Maxx Crosby

While the two didn’t spend the episode openly plotting a move to bring Crosby to the Windy City, the appearance has certainly added fuel to the fire of an offseason that is already filled with speculation. For Bears fans hoping to see a blockbuster trade, seeing their franchise quarterback chopping it up with one of the league’s best defensive players is exactly the kind of content they want to see.

The Context Behind the Rumors

The Chicago Bears are coming off a deep playoff run, but still need a dominant force on the defensive line to pair with Montez Sweat. Meanwhile, the Raiders appear to be hitting the reset button, leading many insiders to wonder if Crosby might be available for the right price.

When you combine Chicago’s aggressive front office with its obvious need for an edge rusher, the dots are easy to connect. Williams appearing on Crosby’s show right as the offseason begins only makes those dots look a little brighter.

Football Talk, Not Trade Talk

Despite the heavy speculation, the conversation on the podcast focused largely on mutual respect and the realities of life in the NFL. Williams opened up about his transition to the pros, admitting that his rookie season was a massive learning curve.

“I don’t think it matters whatever college it is, they’re not teaching you what’s being taught in the NFL,” Williams told Crosby. He discussed the adjustment of learning when to take the big shot versus when to check it down—a maturity that was evident in his play down the stretch of the 2025 season.

The two also discussed the importance of coaching. Williams had high praise for Ben Johnson and his staff, noting the “control” and “confidence” they brought to the building immediately after being hired. Hearing a young quarterback speak so highly of his culture is a good sign for Chicago, and likely music to the ears of a veteran like Crosby, who values winning above all else.

What This Means for the Offseason

So, does a podcast appearance mean a trade is imminent? Not necessarily. Players appear on each other’s shows all the time without it leading to a roster move. However, in the NFL, relationships matter.

If the Raiders do decide to shop Crosby, having a pre-existing relationship with the face of the Bears’ franchise certainly doesn’t hurt Chicago’s chances. It shows that Crosby respects Williams and, by extension, the direction the Bears are heading.

For now, this is just a conversation between two elite competitors. But as the offseason progresses and the trade winds start blowing harder, Bears fans will likely look back at this episode as either a fun coincidence or the start of a beautiful partnership in Chicago.