Troy Aikman won 3 Super Bowl champions XXVII, XXVIII, XXX with Dallas Cowboys. He was drafted first overall by the Cowboys in the 1989 NFL Draft and played for 12 seasons with the Dallas Cowboys. In Super Bowl XXVII (1992 season), XXVIII (1993 season), XXX (1995 season). Dallas Cowboys defeated Buffalo Bills and Pittsburgh Steelers. Troy Aikman was awarded Super Bowl MVP in XXVII and was inducted to the Pro Football Hall of Fame in 2006.