Case Keenum is set to hit free agency in March, but if the Bears have it their way, the journeyman will stay in Chicago.
But it would not be as a quarterback. Instead, Ben Johnson is hoping that Keenum can join his coaching staff and continue to mentor the team’s young passers, Caleb Williams and Tyson Bagent, according to Essentially Sports’ Tony Pauline.
Keenum, 38, arrived in Chicago in 2025 and quickly endeared himself to Johnson as a veteran voice in the quarterback room. At this point in his career, he does not profile as much more as a player. He last started a game in 2023 for the Texans with no more than two starts in a season since 2019. And despite the positive reputation Keenum has built up in the league, his stretches of starting-caliber play were far and few between.
But the backup quarterback-to-assistant coach pipeline has been active in recent years, especially this offseason with Sean Mannion and Davis Webb both landing offensive coordinator gigs. It is unclear what role Keenum would take on; the Bears already have quarterbacks coach J.T. Barrett and Robbie Picazo as an offensive assistant focused on quarterbacks and receivers. Perhaps Keenum could be an assistant quarterbacks coach.
He would have to retire from playing to do so. If he thinks he still has gas left in the tank, he may want to see his options in free agency before taking off the pads. But the Bears are a rising team, and this could be a good opportunity to kickstart his coaching career.

Been a fan of his since his college days when he won me money betting on the Cougars. Undrafted and led the Vikings to an NFC Championship game.
Helped every team and QB he has been around and will quickly rise as a coach. Like Joe Flacco and Russ Wilson, he had a tough time starting in Denver and probably wishes he could do those years again but played longer than many people ever thought.
I suspect he will try to help another team as a backup, but coaching under Johnson could be a wise career move.