Former Chicago Bears quarterback Jay Cutler last played pro football in 2017, but the Pro Bowler hasn’t stayed out of the limelight in retirement.

From his high-profile marriage to Kristin Cavallari to his 2024 DUI arrest, Cutler is one of a handful of athletes who has become a household name beyond the NFL.

Cutler and Cavallari began dating in 2010, early in his Bears career, and got engaged in 2011.

“Jay is a good Midwestern boy; he’s a gentleman,” Cavallari exclusively told Us Weekly ahead of their engagement. “He opens up car doors and he did the laundry today, which I thought is pretty cool, so he’s a good boy. We’re in love!”

Kristin Cavallari and Ex Jay Cutler's Ups and Downs Through the Years

The pair split just three months later but eventually reconciled and were married in

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