And the first NHL team on the list—and in the blackened hearts of Chicago fans everywhere, no doubt—is Bill Wirtz:
5. Bill Wirtz, Chicago Blackhawks: Estimated to be worth nearly $4 billion, “Dollar Bill” is the embodiment of the greedy, frugal owner who refuses to invest in his franchise and instead watches it fall into ruin. His refusal to pay Bobby Hull and Jeremy Roenick led to both players leaving Chicago. He’s also presided over the departures of Chris Chelios, Dominik Hasek, Phil Esposito, the Sears Tower, Wrigley Field and Lake Michigan. As a final slap in the face, Wirtz has blacked out Blackhawks home games for years.
You can check out the rest of Keri’s story for some other dark choices, as well. (Specifically, numbers 11, 13, 16, 17 and 31.)