5. Mark Cuban is unable to hold his tongue.

Year of Fine: 2006
Est. Fine Total: $250,000*
There are advantages to owning a professional sports team as a billionaire. You may interact with the athletes, observe team practices, and watch every game from courtside. Don’t like a coach or player? Send them out of town. But you can’t verbally insult commissioners or league officials and expect to get away with it.

Mark Cuban is unable to hold his tongue. © Michael Reaves via Getty Pictures
The owner of the Dallas Mavericks, Mark Cuban, stormed the floor during Game 5 of the 2006 Finals to yell at one of the referees. During the post-game press conference, he continued to yell profanities at Commissioner David Stern. For Cubans, breaking two of the NBA’s holy rules costs $250,000. If given the chance, he would most likely repeat the entire experience.