Tom Brady has a lot of wins.
Tom Brady . He is one of only two players to win five Super Bowls ( the other being Charles Haley ) , the only quarterback to win five and the only player to win them all playing for one team . Brady has been honored with four Super Bowl MVP awards ( Super Bowl XXXVI , XXXVIII , XLIX , and LI ) , the most ever by a single player , has won two league MVP awards ( 2007 and 2010 ) , has been selected to 12 Pro Bowls , and has led his team to more division titles ( 14 ) than any other quarterback in NFL history . His career postseason record is 25 -- 9 , winning more playoff games than any other quarterback , and he has appeared in more playoff games than any player at any position . His 208 combined regular-season and postseason wins are also the most of any quarterback in NFL history .