Ex-NFL Star Jay Cutler Engaged to Samantha Robertson

Jay Cutler has officially scored big off the field! The 41-year-old retired NFL quarterback is now engaged to girlfriend Samantha Robertson, multiple sources confirmed to People. The happy news comes just months after the couple made their relationship public in late September.

But here’s the kicker—Samantha was already flashing a dazzling diamond on that finger earlier this month at the Yellowstone Season 5B premiere, sparking rumors before the official confirmation. And yes, that sparkler is as eye-catching as you’d imagine!

Both Jay and Samantha bring children from previous relationships into their soon-to-be blended family. Jay shares three kids—sons Camden and Jaxon , and daughter Saylor —with ex-wife Kristin Cavallari. Meanwhile, Samantha is mom to daughters Sophia and River, whom she shares with ex Trace Ayala.

Their engagement marks a new chapter for both, especially after a tumultuous year. Just last month, Jay made headlines for a DUI and gun possession arrest in Tennessee, where he reportedly posted a $5,000 bond. Meanwhile, his ex Kristin recently revealed changes in their custody arrangement, adding an extra layer of intrigue to Jay’s personal life.

Despite the rocky road, fans are thrilled for Jay and Samantha as they prepare to tie the knot. Their whirlwind romance and engagement have certainly kept the spotlight on them, and it looks like brighter days are ahead for the happy couple.