Cowboys’ three-decade Super Bowl drought not sitting well with Troy Aikman

Cowboys’ three-decade Super Bowl drought not sitting well with Troy Aikman

It’s been nearly 30 years since the Cowboys last hoisted the Lombardi Trophy.

And no one — including that team’s quarterback — is happy about the тιтle drought.

Troy Aikman was the Hall of Fame quarterback that helped the Cowboys win three Super Bowls in the 1990s, including the last one during the 1995-96 season.

Troy Aikman looks on before the Bengals’ 27-20 win over the Cowboys on Dec. 9, 2024. Getty Images

If the Cowboys fall short again this year, that would being their drought to 30 years without a тιтle.

Speaking to reporters Tuesday, the ESPN “Monday Night Football” analyst got candid about the team continually falling short since.

“I thought we had more in us and I thought we would be back. Obviously, we weren’t,” Aikman said at the 2025 Children’s Cancer Fund gala. “But not only were we not back, but here we are almost three decades later and no one’s been back.

“I think I speak for the Cowboys faithful in saying that it’s been a long time. And this is the Dallas Cowboys, it’s an organization that has had a great history and this team has won a lot of games over the years with a lot of different players. But for whatever reasons they just haven’t been able to get it done in the postseason. I don’t think anybody is happy about that that’s been part of the Cowboys legacy and all it’s stood for for so many years.”

Dak Prescott reacts on the bench during the Cowboys’ 42-10 loss to the 49ers on Oct. 8, 2023. Getty Images

Since Aikman led his team to glory, Dallas has not reached the Super Bowl or even an NFC conference championship game.

The Cowboys will again be heading in a new direction after they dismissed Mike McCarthy and tabbed Brian ScH๏τtenheimer as the new head coach.

Dak Prescott, his quarterback, opened up about the coaching change and said he’s “looking forward” to working with the new bench boss who is the son of NFL coaching legend Marty ScH๏τtenheimer.

Cowboys CEO Stephen Jones (left), head coach Brian ScH๏τtenheimer (center) and owner Jerry Jones speak to the media at a press conference. Tim Heitman-Imagn Images

“Understanding the type of coach he is, the type of man he is, the way that he approaches the game, I think the best way to exemplify that is the son of a legendary football coach,” Prescott said at the same event Tuesday. “He’s not going to take anything about this game lightly. He enjoys the work in it, kind of old-fashioned.”

“I’m looking forward to the grind and some things that we’re going to do and he’s going to add, excited for him, I know he’s ready for it, he’s been in the system a long time.”‘

The Cowboys rattled off three straight playoff appearances under McCarthy before a disappointing 7-10 season in 2024 that saw Prescott limited to eight games after he had season-ending surgery for a torn hamstring in November.

Prescott added during the event that he does think the Cowboys are “close” to that long-sought-after тιтle.

“I feel like we’ve competed with the Eagles and beat them for the most part when we’ve played them,” Prescott said. “I don’t want to say, ‘Check the record,’ when the other guy is holding the trophy, right? So credit to them. They’ve earned it, and they deserve it by all means. But, yeah, [we’re] very close.”

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