Tony Romo reflects on career regret of not winning a Super Bowl with Cowboys
Yahoo Sports • 1 min read • Latest: Jul 13, 2026, 10:23 PM
Last updated Jul 13, 2026
Tony Romo expressed his sole career regret during a recent podcast appearance, stating that he wished he had won a Super Bowl with the Dallas Cowboys. Romo, the franchise's all-time leader with 248 touchdown passes, made four postseason appearances but never reached beyond the divisional round. He highlighted the emotional investment in his career and the desire to bring a Lombardi Trophy to Dallas. After suffering an injury in 2016, Romo lost his starting position to Dak Prescott and ultimately retired the following season at age 37. Romo mentioned contemplating his legacy and the significance of winning a championship for his fans and teammates.
- •Romo ranks second in Cowboys history with 34,183 passing yards.
- •He was 2-4 in playoff games during his career.
- •Romo lost his starting job to Dak Prescott in 2016.
- •He retired at 37 after the 2016 season.
- 10:23 PMYahoo Sports — Tony Romo's only regret is not winning the Cowboys a Super Bowl
"Tony Romo has a Cowboys' team-record 248 touchdown passes and ranks second in franchise history with 34,183 passing yards.
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