Jay Cutler and Samantha Robertson Are Engaged: Sources (Exclusive)

Robertson was spotted wearing a sparkling engagement ring at the 'Yellowstone' premiere earlier in November

Jay Cutler and his girlfriend Samantha Robertson
Jay Cutler and Samantha Robertson. Photo:

Samantha Robertson/Instagram

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.

Cutler, 41, and Robertson attended the Yellowstone season 5B premiere on Thursday Nov. 7 where she donned an sparkling engagement ring.

Jay Cutler and Samantha Robertson
Jay Cutler and Samantha Robertson at the Yellowstone season 5B premiere on Nov. 7, 2024.

Noam Galai/Getty

A representative for Cutler did not immediately respond to PEOPLE's request for comment.

Cutler and Robertson went Instagram official in September 2023. The couple posed in front of a brilliant sunset looking cozy together. “Sunsets in Montana never disappoint 🫶,” Robertson captioned the picture.

Days before, Robertson shared pictures of them together in France, traveling for a destination wedding. “Vive la France 🇫🇷 Congratulations @chanelhandel @amackenzietemplar. The most beautiful wedding ❤️," she wrote.

Former Chicago Bears quarterback Jay Cutler stands on the field prior to the game between the Chicago Bears and the Green Bay Packers at Soldier Field on September 05, 2019 in Chicago, Illinois.
Jay Cutler in 2019.

Nuccio DiNuzzo/Getty 

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Cutler was previously married to Kristin Cavallari from 2013 until 2020. They share sons Camden, 12, Jaxon, 10, and daughter Saylor, 8.

Cavallari, 37, previously said that she hopes Cutler remarries one day. "I hope that he finds someone, I really do," the Hills alum said in August 2022 while on the Call Her Daddy podcast. "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."

 Samantha Robertson
Samantha Robertson.

Samantha Robertson/Instagram

Robertson, meanwhile, was married to actor Trace Ayala. Though their relationship timeline is unclear, they both have posted about each other on their Instagram pages.

Robertson and Ayala share two daughters, Sophia and River, who are occasionally featured on her Instagram account.

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