Dak Prescott Spotted with Ex Sarah Jane Ramos’ Bridesmaid Sparking Dating Rumors Just 2 Months After Unexpected Split

Dak Prescott can’t seem to stay away from the news. Well, for one reason, he’s the star quarterback for America’s Team, the Dallas Cowboys, so of course, he will be a mainstay in every big publication. But the 32-year-old is grabbing the headlines for all the wrong reasons.

Ahead of his eleventh NFL season, Prescott had planned to get hitched to his former fiancee, Sarah Jane Ramos. But weeks before the wedding, the pair ended their union.

On Friday night, Prescott attended a Pro Bull Riders event in Fort Worth, Texas, with Cowboys head coach Brian Schottenheimer and his wife Gemmi. They were joined by a woman named Caitlin Rance.

According to TMZ, Rance was supposed to be one of the bridesmaids at Prescott and Ramos’ wedding. Naturally, this has caused a lot of buzz on the internet. TMZ asked Prescott to explain his relationship with Rance. The Pro Bowler said that they are just friends.

Dak Prescott Spotted at Pro Bull Riders Event with Ex Sarah Jane Ramos' Bridesmaid https://t.co/qOtomGG2Wb

— TMZ (@TMZ) May 16, 2026

Why did Dak Prescott and Sarah Jane Ramos split?

Prescott and Ramos were set to marry last month at Lake Como in Italy. However, weeks before the marriage, Ramos and Prescott got into a massive couple’s spat, which ended in a breakup.

The incident happened on their combined bachelor and bachelorette trip to the Bahamas before the special day. The wedding was called off, and the pair went their separate ways.

While the actual reason behind the argument is shrouded in mystery, insiders suspect that Prescott may have cheated on Ramos with another woman.

Prescott and Ramos strike a custody deal for their kids

After the split, Ramos filed for custody of their two daughters, Margaret Jane Rose, 2, and Aurora Rayne, 10 months. According to Complex, both parties reached a calm resolution.

In the filing, Prescott requested that both parents be named joint managing conservators, keeping in mind “in the best interest of the children.”

This agreement is a positive step forward and reflects the commitment Dak has to raising their daughters in a healthy, supportive environment. We’re pleased this was resolved amicably and outside of the courtroom.

Levi McCathern, Prescott’s attorney, said in a statement

The temporary arrangement includes shared custody terms with restrictions on taking the kids outside of Texas without the written consent of the other parent. Moreover, Prescott and Ramos are barred from using any vulgar, profane, obscene, or indecent language when communicating with each other.

Colin Cowherd gives generous endorsement to Dak Prescott after the Cowboys’ 2026 schedule release

Dallas finished with a 7-9-1 record last year. While the offense led by Prescott under center thrived, the defense failed to match the tempo. Dallas gave up 500+ points, most after a while, which prompted Jerry Jones to fire Matt Eberflus as DC.

Dallas invested heavily in reinforcing the defense over the last few months. But their star player is still their quarterback, Dak Prescott.

Following the release of the 2026 regular season schedule on Thursday, May 14^th, Yahoo Sports calculated that the Cowboys have drawn the fourth-toughest schedule, based on the number of playoff teams they will face.

Colin Cowherd believes Dallas has a fair chance of winning a minimum of 8 to 9 games because they have a quarterback with the pedigree of Prescott, who was among the early favorites for the league MVP last year.

The NFL for years has chosen to overexpose the Dallas Cowboys… I think with the current schedule they were overexposed. I think the Cowboys are the 8 or 9 most interesting teams…. They have two star receivers (CeeDee Lamb & George Pickens), a star quarterback (Dak Prescott)…. But the truth is, when I looked at the Dallas Cowboys schedule what jumped out to me is of the 17 games, I think Dallas has the better quarterback in 13… And this is a way to look at your schedule: How many games do you have the better quarterback? That will go a long way in telling you the outcome of your games.

Cowherd said on FS1’s The Herd

“It looks like an 8 or 9 win schedule”@colincowherd on the Cowboys schedule pic.twitter.com/w971nqmI7T

— Herd w/Colin Cowherd (@TheHerd) May 15, 2026

Prescott is fast approaching the end of his current contract. His annual income is $60 million APY. He could earn more depending on the results of the next couple of campaigns.

Also Read:

• Colin Cowherd Thinks Broncos’ Difficult Schedule Is NFL’s Revenge on Sean Payton
• Anthony Richardson Calls Colts Return a ‘Blessing in Disguise’