Jay Cutler engaged to girlfriend Samantha Robertson: Reports

Jay Cutler and Samantha Robertson are engaged.

The Former Chicago Bears quarterback and Samantha Robertson are engaged, multiple sources confirmed to People.

The pair made their debut as a couple at the Yellowstone Season 5B premiere on Thursday, Nov. 7. Robertson, a mother of two, was seen wearing a sparkling engagement ring during the event.

Cutler, 41, and Robertson went public with their relationship in September 2023. The couple shared a cozy moment in front of a glowing Montana sunset, with Robertson captioning the Instagram post, “Sunsets in Montana never disappoint.”

Cutler was previously married to Kristin Cavallari from 2013 to 2020, and they share three children: sons Camden, 12, and Jaxon, 10, and daughter Saylor, 8.

Cavallari, 37, has previously expressed her hopes for Cutler’s future happiness.

Speaking on the Call Her Daddy podcast in August 2022, the Hills alum said, “I hope that he finds someone, I really do. I mean, I want him happy. My kids benefit from that, you know. So I hope that he gets remarried. I mean, I really do.”