Jay Cutler has found his forever love! The former NFL star who spent most of the season with the Chicago Bears is making waves again. And, this time, he caught attention for his off-field decision. After playing 12 seasons in the league, Jay, 41, finally decided to spend his whole life with his long-time girlfriend, Samantha Robertson. Reportedly, the couple recently exchanged their rings.

After ending his marriage with his ex-wife, Kristin Cavallari, in 2020, the ex-NFL quarterback is once again ready to start his new life with Robertson. Despite controversies regarding his DUI arrest, he seems optimistic about his life. Interestingly, he is moving forward in his life, with the immense love and support of his second partner, Samantha.

Who is Samantha Robertson?

Allegedly, Samantha Robertson is an aspiring actress and a social media influencer. She never fails to share her daily life updates with her fans. With around 25.2K followers on her Instagram, she seemingly loves traveling. Her IG account is filled with several country trip posts. As per her IG profile, she has visited Paris, Montana, Colorado, New York, the Gold Coast, Australia, and many other countries with her close friends and family.

In March 2023, Jay Cutler’s future wife took to her IG account to share a sneak peek of her Colorado adventures trip. In this post, she was seen skiing with one of her close friends. “First time skiing in the books! A few wipeouts, so many layers, totally worth it,” she mentioned in her post. It showcased that she loves exploring different sports in different cities.

Furthermore, Robertson’s hunting ability is no longer a secret. One of her IG posts claims the same. Through an IG post in April, Samantha demonstrated her interest in hunting. “Some hunting stories are better than others. Shoes off, no pants, and longbeard down,” she mentioned in her post.

Besides this, Leipers Fork, Tennessee native, Robertson is also the mom of two daughters, Sophia and River, whom she shares with her ex-husband Ayala, an actor. Yes, Robertson and Cutler both were previously married and have children with their ex-marriages. After parting ways with his previous partners, the love might have blossomed between the two, a few years ago.

When did Jay Cutler and Robertson start dating?

The high-profile duo made their relationship official in September, last year. It is not clear when the couple actually started dating each other. Through an Instagram post on September 25, 2023, Samantha Robertson captivated many with her love association with the ex-NFL star.

Along with adding the beautiful picture of them together, she gave a cheeky caption to her post. “Sunsets in Montana never disappoint 🫶🏼”. Interestingly, Cutler’s comment in the same post also grabbed much attention. Impressively, the ex-Bears QB, commented, “When are we going back?” to which his then-girlfriend replied. “I was ready the second we left,” Samantha further added. It indeed showcased the deep affection and love between them.

Besides this, the former Denver Broncos player and his girlfriend Cutler garnered the limelight during the American neo-Western drama television series, Yellowstone’s premiere event in November 2024. The couple dazzled in style in the Yellowstone season 5, part 2 premiere in New York City. A few weeks after Cutler’s DUI arrest, he managed to attend the event with his girlfriend. It truly brought significant attention to him.

Allegedly, Jay Cutler was in a relationship with his ex-wife, Kristin Cavallari, for 7 years since his marriage in 2013. And, just like his fiance, he also has 3 kids, Camden, Jaxon, and Saylor with his former wife, Kristin. And, now, he is poised to start a new chapter of his life with the second love of his life.