Congratulations are in order for Jay Cutler and Samantha Robertson! The former Chicago Bears quarterback and mother-of-two are engaged, multiple sources close to the couple tell PEOPLE exclusively.

Jay Cutler is putting a ring on it — again. The former NFL quarterback is getting engaged to girlfriend Samantha Robertson, People reported on Tuesday night.

Jay Cutler and Samantha Robertson in New York on Thursday, November 7 Noam Galai/Getty Images for Paramount Jay Cutler and Samantha Robertson are reportedly engaged after more than one year of dating.

Instagram/samanthajrobertson Cutler’s engagement to Robertson follows his divorce from ex-wife Kristin Cavallari. The pair announced they were separating in April 2020 after seven years of marriage.

Samantha Cutler, a beauty industry veteran and founder of kids and tweens makeup and skin care brand Petite ‘N Pretty, has ...

Jay Cutler and Samantha Robertson are engaged! Several sources confirmed the news to PEOPLE in November 2024 after Robertson was spotted wearing a massive diamond ring on that finger.

Jay Cutler is off the market! After over a year of dating, the famous ex-quarterback is now engaged to Samantha Robertson. Cutler, 41, is best known for his time in the NFL, playing as a ...

Jay Cutler and his girlfriend Samantha Robertson cozied up at the "Yellowstone" Season 5 premiere two weeks after he was arrested for DUI and gun possession.

All about Samantha Robertson. The post Who Is Jay Cutler’s Girlfriend, Samantha Robertson? Dating History After Wife Kristin Cavallari appeared first on ComingSoon.net - Movie Trailers, TV ...

Jay Cutler stepped out with his girlfriend Samantha Robertson for the first time since his DUI arrest two weeks ago. On Thursday, Nov. 7, the couple stepped out for the premiere of Yellowstone 's ...

Jay Cutler is putting a ring on it — again. The former NFL quarterback is getting engaged to girlfriend Samantha Robertson, People reported on Tuesday night. Cutler and Robertson went public ...