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Former Bears QB to Reunite with Team in New Role After Jail Time

Why Jay Cutler Throws so Many Interceptions - Business Insider

Former Chicago Bears quarterback Jay Cutler is eyeing an unlikely return to Halas Hall — not as a player, but as an assistant quarterbacks coach. The move comes just weeks after Cutler completed a short jail sentence stemming from a DUI conviction in Tennessee, where he served part of a four-day sentence after pleading guilty to driving under the influence.

Cutler’s legal troubles briefly placed him back in the headlines, but the former Pro Bowl quarterback insists the experience has reshaped his perspective. “I’ve made mistakes, but football has always been my foundation,” Cutler said in a statement. “I want to regain discipline in my life, and I believe mentoring young quarterbacks is the right way to do it.”

During his eight seasons with the Bears (2009–2016), Cutler became a polarizing figure but also left as the franchise’s all-time leader in passing yards (23,443), completions (2,020), attempts (3,271), and touchdowns (154). His tenure included a trip to the NFC Championship Game in the 2010 season and multiple years where he provided stability at a position long considered a weak spot for Chicago.

Now, with sensation Caleb Williams leading the Bears’ offense, Cutler’s return in a coaching capacity could offer a unique bridge between the past and present. His deep knowledge of the organization and experience under intense Chicago scrutiny may serve as valuable guidance for Williams, who faces enormous expectations as the franchise’s new face.

While no official decision has been made by the Bears’ front office, sources close to the team suggest the idea of bringing Cutler on in a developmental role has gained traction. If finalized, it would mark a symbolic reunion: a once-controversial quarterback turning mentor, hoping to help the Bears finally solve their decades-long search for stability at the game’s most important position.

Bears Could Get Huge Boost to Pass Rush for ‘MNF’ vs. Commanders
Bears defensive end Austin Booker could return in Week 6. The Chicago Bears could receive a significant boost to their pass rush when they take on the Washington Commanders for Monday Night Football in Week 6. The Bears are now eligible to designate second-year defensive end Austin Booker for return from the injured reserve list after he missed the first four games of the season. Booker had shone in the preseason and seemed the likely choice to serve as the Bears‘ top rotational pass rusher behind veterans Montez Sweat and Dayo Odeyingbo coming into the 2025 season, but he suffered a knee injury in August that forced the team to place him on the short-term injured reserve list after the 53-man roster cutdown. Promoted Content Brain Specialist: Honey, The Plaque Destroyer (Watch This)   Brain Journal Researcher: Honey Method, Alzheimer's Natural Predator (See How)   Brain Journal Dementia Has Been Linked To A Common Habit. Do You Do It?   Brain Defender Dementia & Memory Loss Have Been Linked To This Habit. You Do It?   Brain Journal While the Bears have not laid out an expected return timeline for Booker, they will have the option of designating him for return to practice in Week 6 if they feel he has made enough progress in his injury recovery. Once the Bears designate him for return, they will have 21 days to activate him to the roster or else must leave him on IR for the year. The Bears could provide clues to Booker’s status when they hold their first practice of the week on Wednesday and issue their first injury report for Sunday’s prime-time date with the Commanders. They would need to activate Booker by Saturday afternoon at the latest for him to have a chance of suiting up for them on Monday Night Football. The Bears (2-2) will take on the Commanders (3-2) at 8:15 p.m. ET next Monday.