Mark Cuban, owner of the Dallas Mavericks franchise, has had plenty of run-ins with the law of the NBA dating back almost 20 years.

The passionate and sometimes meddlesome owner is known for wearing his emotions on his sleeve quite often, and it usually ends up clashing with the rules set for the protection of the game's officials.

The billionaire Shark Tank panelist has made much more than a good living through his businesses, and in some instances, he has given some of it back, although unwillingly and at the mercy of the NBA league office.

David Stern was still running the league when Cuban's offenses began and has since retired and relinquished his desk to Adam Silver.  While enough time has passed that we have seen a new Commissioner in charge, other things have not changed, namely Cuban earning hefty fines to pay due to some violation or outburst on his part.

A statement released Wednesday morning issued by the league reads that Cuban is being issued his biggest fine yet, a whopping $600,000 one, for making statements detrimental to the league when he commented publicly on taking.

Everything from tampering to criticizing officials has been well-documented on his record, and this hefty fine only adds to the already massive amount of money Cuban's given to the NBA in fines. In fact, since 2001, Cuban has given the league $2.3 million in fines, with this latest one contributing to more than a quarter of it.

If there's one thing that Cuban probably won't stop doing, it's being outspoken. When you've got that much money (and still bring in millions too), Cuban probably isn't worried about some fines if it allows him to defend his team and grab the league's attention.