NEW YORK, NEW YORK - NOVEMBER 07: (L-R) Jay Cutler and Samantha Robertson attend Paramount Network's "Yellowstone" season 5B NYC premiere on November 07, 2024 in New York City. (Photo by Noam Galai/Getty Images for Paramount)Noam Galai/Getty Images for Paramount

Report: Former NFL Star Jay Cutler, Girlfriend Samantha Robertson Get Engaged

Joseph ZuckerNov 20, 2024

Former NFL quarterback Jay Cutler and girlfriend Samantha Robertson are engaged, according to People's Marina Watts and Lawrence Yee.

Watts and Yee noted Robertson appeared to be wearing an engagement ring when she and Cutler attended an event for the recent Yellowstone premiere.

The couple have been together since September 2023.

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Cutler had been married to Kristin Cavallari, a former reality television star whose credits include Laguna Beach and The Hills. They separated in 2020 and their divorce was formally settled in 2022. They have three children together.

Cutler played 12 years in the NFL across spells with the Chicago Bears, Denver Broncos and Miami Dolphins. He retired after the 2016 campaign only to return in 2017 with the Dolphins after they lost Ryan Tannehill for the season.

The 41-year-old threw for 35,133 yards and 227 touchdowns and was a Pro Bowler with Denver in 2008. His 23,443 yards and 154 touchdowns through the air remain the most in Bears history.