Howard started his career at Rotherham United scoring 5 goals in 36 league games for the Millers.
During his time with the Spireites, Howard was involved in the famous FA Cup run in the 1996–97 season which saw Chesterfield reach the semi-finals of the competition.
[2] He also found himself at the centre of controversy when, in the semi-final which saw the Spireites up against Middlesbrough F.C at Old Trafford, he took a shot which hit the underside of the crossbar and appeared to cross the line and yet the goal was never given.
Had it been awarded as a goal it would have put Chesterfield 3-1 up against 10 man Middlesbrough (after the earlier dismissal of Vladimír Kinder) with just over 20 minutes remaining.
[4] Howard now works at Scout7, having had a brief spell back in the game with non-league outfits, Maltby Main and Dinnington Town.