Gale Gilbert lost 5 times, but he was a back up every time. Jim Kelly lost 4 times as a starter.
Jim Kelly made 4 Superbowls in a row and lost all of them.
Joe Montana
Quarterback.
Phil Simms
Neil O'Donnell, who threw two costly interceptions to Dallas Cowboys cornerback Larry Brown in Super Bowl XXX. The errant passes led to two Dallas touchdowns, and the Cowboys won 27-17. Brown was named the Most Valuable Player of the game. Ben Roethlisberger was the losing quarterback in Super Bowl XLV against the Green Bay Packers. The Steelers lost 31-25.
terry bradshaw
terry bradshaw
Roger Staubach
Brett Favre
Tom Brady
Terry Bradshaw
Chuck Norris