18. Chris Pronger
Pronger leads all active players in playoff penalty minutes served with 326, thanks to cheap shots like this. Dude also has a rep as a winner, making the playoffs in 16 of 18 seasons and appearing in three Stanley Cup Finals, winning one in 2007 with the Anaheim Ducks. Basically, if Pronger's on your team, you'll have a successful season and get to see him fuck people up. Not bad, eh?