I think this can be broken down into a few categories.
Hall of shame for dirty players:
Cooke
Simon
Ulf (many of you have him missed and I can't see how)
Marchment
McSorely
HM Tucker, Claude Lemieux, Downie, Hunter, Torres
Hall of shame for idiotic behavior:
Avery
Theo Fleury
Bertuzzi
Evander Kane
Patrick Kane
Hall of shame for GM's/Coaches/Owners:
Milbury
Benning
Wang
Spano
Wirtz
Hall of shame announcers:
Steigerwald
Goring
Resch
Errey
Edwards
Hall of shame Refs:
Please fill in.
Hall of Shame greatest Hall of shamer
Mike Milbury! He can be inducted in for Player, Coach, GM, and Analyst.
He also has lineage in the HOS in terms of drafting Torres, and Coaching Bertuzzi.