Ottawa Senators
Imagine if Dan Snyder was Russian and owned a hockey team. That’s effectively the situation the Senators have found themselves in with Eugene Melnyk. He’s one of the shadiest people in the sport and the main reason why they’re the NHL’s main embarrassment (via SBNation).

It doesn’t help that they’re not a very good team. If they enjoyed a lot of success then people would overlook Melynk’s dubious business practices. Meanwhile, they have one of the dumbest nicknames and logos in the sport. Why are they called Senators when they have a picture of a Roman centurion?