While the news of Jay Cutler and Samantha Robertson getting engaged was initially not revealed officially to anyone in the industry and among fans, sources closely involved in the newly engaged couple’s life finally spilled the news of Jay and Samantha’s engagement to the globally renowned entertainment publication People Magazine today.
The former sports personality Jay Cutler, best known for his ace-playing skills as the quarterback player for the Chicago Bears, shocked the industry and his fans by officially debuting alongside his fiancée Robertson in September 2023. After their big debut and revealing their relationship status in 2023, the couple got spotted by the dedicated team of paparazzi and shutterbugs in and around the city on dinner dates and events. The couple started sharing their cute and mushy PDA moments in front of paps while posing together.
After more than a year of dating, Jay Cutler and Samantha Robertson, got engaged. Before taking this big step in their lives, the couple had been in a steady dating phase for at least an entire year to know each other much better inside out.
Cutler, 41, attended the Yellowstone 5B season premiere’s red-carpet event with Samantha in tow on November 7, 2024, in the city. Cutler looked suave in a black dress shirt, pants, and grey blazer, while Samantha looked stunning in an all-black ensemble attire. While posing for the paps on the red carpet, Samantha was papped by the paps as she happily flaunted her sparkling engagement ring.
About Jay and Samantha’s previous relationships:
According to various reports and public knowledge, Cutler was married to his ex-wife Kristin Cavallari from 2013 until 2020. The ex-couple have sons Camden, 12, and – Jaxon, 10, and daughter Saylor, 8, and are actively co-parenting their children.
Moreover, even Samantha had been in a previous marriage with her ex-husband actor Trace Ayala. This ex-couple also shares two daughters namely Sophia and River.