As of Super Bowl XLIX, Tom Brady of the New England Patriots, Terry Bradshaw of the Pittsburgh Steelers and Joe Montana of the San Francisco 49ers are the only quarterbacks to win 4 Super Bowl titles.
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Roger Staubach of the Cowboys in Super Bowl XIII, Brett Favre of the Packers in Super Bowl XXXII, Jake Delhomme of the Panthers in Super Bowl XXXIX, and Kurt Warner of the Cardinals in Super Bowl XLIII.
jim kelly lost four super bowls in a row. He lost to the redskins, giants and cowboys twice
The Buffalo Bills are the only NFL team to have played in four consecutive Super Bowls and lost (SBs XXV, XXVI, XXVII, and XXVIII). The Minnesota Vikings have also played in four Super Bowls and lost but they were not consecutive (SBs IV, VIII, IX, and XI).
Yes ... not only are the Bills the only team to lose four consecutive Super Bowls they are the only team to ever play in four consecutive Super Bowls.
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Don Shula made 6 Super Bowl appearances. One with the Baltimore Colts and five with the Miami Dolphins. He won two Super Bowls and lost four.
No team has ever won super bowls with four different quarterbacks. In fact, only three teams have even won four super bowls: Pittsburgh, San Fransisco, and Dallas. No team has ever won super bowls with more than two quarterbacks. The Steelers won four with Terry Bradshaw and two with Ben Roethlisberger. 49ers won four with Joe Montana and one with Steve Young. The Cowboys won two with Roger Staubauch and three with Troy Aikman.