• July 14, 2026 9:53 am

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Tony Romo: My only regret is not winning the Cowboys Super Bowl

Tony Romo: My only regret is not winning the Cowboys Super Bowl


Back in his playing days, Tony Romo led some of the most explosive and exciting offenses in the NFL. However, the Dallas Cowboys were never able to achieve postseason success.

Romo’s 248 touchdown passes are currently the franchise record — until Dak Prescott’s 243 TDs pass him this year — and his 34,183 yards are the second-most. Romo’s 78 regular season wins are fourth in club history.

However, the QB was never able to get the Cowboys over the hump. Dallas went just 2-4 in four postseason games with Romo as the starter, and the Cowboys never made it past the division title.

The CBS pundit said on a recent episode of Pardon My Take that his biggest regret was not bringing the Super Bowl back to Dallas.

“I’m not a guy with a lot of regrets, I guess you could say,” Romo said, via RJ Ochoa of Blogging The Boys . “The only regret I think I would have is that… my job was to bring the Super Bowl to Dallas and I didn’t do that. So that always kind of sticks with me. Because you put your whole body, heart, soul, everything into it…

“And you just wanted it for… all the fans. The Joneses. For everyone you’re around. And so you always kind of stick with me just because I had that opportunity and just wasn’t able to do it. So that part of it is still kind of… sitting there.”

Romo famously was an undrafted free agent in 2003 and took over the starting gig in 2006, eventually being named to the Pro Bowl. He held the job for 10 seasons before his body began to give out. In 2015, he was relegated to just four starts due to multiple collarbone injuries. A back injury in 2016 opened the door for Prescott to swipe the starting job.

Romo remained a backup for one season, then retired in 2017, opting not to start again at age 37.

“But at the end it was like… I could go somewhere else and do that,” he said. “Because I was like, I’ve got to win the Super Bowl. That’s literally what you play the game for. Nothing else matters. And it was just like… but would it be the same? If I went somewhere else and did that? Because at that point I had known the game at such a high level. My last 20, 25 games, we were pretty successful. When I got through workouts some years more. I just think that would be as simple as it just wouldn’t be as important to me, but it was to the people that I was around all the fans that we had.

Romo’s inability to succeed in the postseason will overshadow the memory of his play on the field, which at its peak was top shelf. It’s a fate Prescott and the current Cowboys crew are trying to avoid repeating.