10 Dirtiest Players In WWE History
2. Bobby Heenan
'Win if you can, lose if you must, but always cheat.'
Bobby Heenan would typically enrage broadcast colleague (and real-life best friend) Gorilla Monsoon with the sneaky phrase, but he applied it to every aspect of his performance as a manager during his WWE run.
'The Brain' unapologetically took every shortcut to ensure his performers were successful. Though hilarious in retrospect, Bobby performed during a time where heels were universally reviled, or at least approached their role with that as the intention.
Subsequently, Heenan was a relentless antagonist, hassling referees and babyfaces one minute then bargaining and begging for mercy the next. It was an exquisite act, with various members of his 'Family' achieving enough success over the years to justify his nefarious behaviour.
An ardent supporter of Ric Flair following his jaw-dropping WWE arrival in 1991, the Nature Boy's victorious stint in the 1992 Royal Rumble was literally Bobby's finest hour.
Extolling all his philosophies from the broadcast booth whilst cheerleading for Flair, Heenan expertly navigated through the match like a devil on Ric's shoulder. Cosying up to babyfaces that would save or team up with Flair, Heenan would then callously turn on a dime the second they dared to attack his man. Screaming shortcuts down the microphone as if to help, Bobby was majestic as a desperate evildoer, perfectly soundtracking Flair's unlikely triumph.