Jay Cutler engaged to Samantha Robertson 2 years after Kristin Cavallari divorce: report

Jay Cutler is engaged to Samantha Robertson, People reports.

Multiple sources close to the couple told the outlet that the former Chicago Bears quarterback recently took the next step in his relationship with the mother of two.

Neither Cutler, 41, nor Robertson have announced the engagement news.

However, she was seen rocking a stunning diamond sparkler on that finger as they attended the “Yellowstone” Season 5B premiere together earlier this month.

Jay Cutler is engaged to Samantha Robertson, according to People. Getty Images for Paramount Several sources claimed to the outlet that they recently got engaged. Instagram/samanthajrobertson

Cutler’s rep did not immediately respond to Page Six’s request for comment.

The couple went public with their romance in September 2023 when Robertson shared several snaps from a wedding they attended together in France.

Days later, she posted a photo from their trip to Montana.

The pair went public with their romance in September 2023. Instagram/samanthajrobertson They have primarily kept their relationship to themselves. Getty Images for Paramount

“Sunsets in Montana never disappoint 🫶🏼,” she captioned the pic, which showed her cozied up to the retired athlete at sunset.

They have kept their relationship mostly under wraps over the past year.

Robertson was previously married to actor Trace Ayala. The exes share two daughters, Sophia and River.

Neither have confirmed their engagement publicly. Instagram/samanthajrobertson Robertson was married to actor Trace Ayala. They share two daughters. 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. They finalized their divorce in 2022, after which Cutler threw a divorce party.

They share three kids: sons Camden, 12, and Jaxon, 10, and daughter Saylor, 8.

Cutler was married to Kristin Cavallari for seven years. Jeff Schear They announced their separation in 2020 and finalized their divorce in 2022. Getty Images

Despite Cavallari calling their marriage “toxic” during a 2022 appearance on the “Call Her Daddy” podcast, she hoped for her ex-husband to find love again.

“I hope that he finds someone, I really do,” she said at the time. “I want him happy. My kids benefit from that, you know. So I hope that he gets remarried.”

Page Six reached out to her rep for comment regarding Cutler’s engagement to Robertson.

The exes share three kids. Instagram Cavallari was last in a relationship with social media star Mark Estes. They broke up in September. Mark Estes / Instagram

“The Hills” alum, 37, was most recently in a very public relationship with Montana Boyz star Mark Estes. They split in September after seven months of dating.

Cavallari said on her “Let’s Be Honest” podcast that she broke up with the 24-year-old because their long-term goals did not align.

“He’s been the best boyfriend I’ve ever had. I just know long-term he needs to experience life, he’s young,” she explained. “I started to feel the age a little bit with life experience.”