Howard started off very well at Manchester United, saving the decisive penalty in the Community Shield against Arsenal. Other notable performances followed, including Bolton Wanderers and a home FA Cup tie victory over Manchester City. In March 2004, however, Howard's poor parry handed a last minute goal to Porto, eliminating United from the UEFA Champions League. The error appeared to shatter Howard's confidence and he was replaced by Roy Carroll. After a period of rest, Howard reclaimed his starting position ahead of Carroll for the 2004 FA Cup Final, picking up a winner's medal. He was the second American player to collect a winner's medal in the FA Cup, after Julian Sturgis of Wanderers in the 1873 final. Howard was also named in the PFA Best XI in his first season at Manchester United.