No quarterback has ever won more than four Super Bowls. Terry Bradshaw of the Pittsburgh Steelers and Joe Montana of the San Francisco 49ers, have won 4.
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The Dallas Cowboys won 3 superbowls in the 1990s. They won in 1992, 1993, and 1995. The 1992 and '93 superbowls were both against the Buffalo Bills.
Jim Kelly made 4 Superbowls in a row and lost all of them.
The Steelers.
No. Superbowls are won by the Team that scores the most points.
the Dallas Cowboys have been in the most superbowls in nfl history. However the Pittsburgh steelers have won the most superbowls in nfl history as of 2008.