Punishment: 8-game suspension, £155,000 fine
Roy Keane was always a brutally physical player, and the Manchester United legend had no short supply of enemies by the time he hung up his boots after 18 years (and 13 red cards, a tie for the most all-time in English football). His most infamous incident was his foul on Alf-Inge Håland, whom Keane felt had taunted him when Keane had injured his knee nearly four years earlier. Keane would have gotten off relatively easily with a three match ban and £5000 fine, except in his 2002 autobiography he plainly stated that he meant to do it. The FA tagged on another five games and £150,000 for his trouble.
34. Roy Keane deliberately tries to injure Alf-Inge Håland's knee.