Dan Snyder
It’s difficult to know where to begin with Snyder because the man doesn’t have a moral compass. The Washington owner rules his franchise with the chaotic mindset of a Roman Emperor. Unfortunately, Snyder is more like Caligula or Nero than Marcus Aurelius and is one of the league’s most hated figures.

Several former cheerleaders accused him of sexual harassment after nude videos leaked. Allegedly, he created a toxic work culture over his two decades in charge of the franchise. He ruined the team’s competitiveness on the field with several ruinous decisions (via New York Post).