There may not have been a better nickname for an NHL enforcer in the 1990s than Stu Grimson's "The Grim Reaper", although it took him years to actually get the hang of it and stop being a punching bag and magnet for penalty minutes.
Grimson was drafted twice: 186th overall (10th round) by the Detroit Red Wigs in 1983, and 143rd overall (7th round) by the Calgary Flames in 1985, after failing to land a contract with the Wings. He only played 4 games over two seasons with the Flames before switching organizations and making his mark with the Chicago Blackhawks, with whom he developed a heated rivalry against the Wings and their tough guys, Joey Kocur and Bob Probert.
He would eventually play for the Wings, though, in the lockout-shortened 1994-95 season, losing in the Stanley Cup Final to Jacques Lemaire's trap-happy New Jersey Devils, but his time with the Hawks and his two stints with the Mighty Ducks of Anaheim are what I remember best of him.
Upon retiring, he finished his law degree and became a lawyer, even working with the NHLPA during and after the 2004-05 lockout.
Nowadays, he's also a part-time colour commentator for the Nashville Predators, the team he last played for, in 2001-02, when he posted 2 points and 76 penalty minutes in 30 games.
Here he is with the Mighty Ducks' classic purple and teal (away) uniform, on the signed insert silver version of card #152 from In The Game's 1998-99 Be A Player set:
He might be affable in real life and smiling on the card, but keep in mind he collected 2113 penalty minutes in 729regular-season NHL game sand another 120 in 42 playoff games. You did not want to mess with him on the ice from 1990 until 2001.