Tony Romo, the longtime Dallas Cowboys quarterback, says his biggest career regret is not delivering a Super Bowl to the franchise during his decade as the team’s starting quarterback. In multiple interviews, Romo describes the failure to win the championship as the one part of his career that “still sits there,” framing it as the central shortcoming he carries with him years after retirement. The comments focus on his inability to translate his individual production and Cowboys tenure into a Super Bowl win. Sources also note Romo’s on-field achievements, including a Cowboys team-record 248 touchdown passes and second-place standing in franchise history with 34,183 passing yards. While the reports agree that he has other accomplishments and a long successful run, they converge on the same point: Romo views the absence of a Super Bowl victory for Dallas fans and ownership as his lone real regret. The statements are retrospective and do not change his statistical legacy, but they underscore how the championship result remains the defining missing piece of his career with the Cowboys.