26. Adrien Broner
In 2020, a judge threw former four-weight boxing champion Broner in jail on contempt of court charges. Broner has a criminal past including multiple sexual assault and battery charges. When news broke of his arrest, @quig87 reacted in disgust. He wrote: “Which arrest? Dudes gotta have double digits at this point. Who gives a s**t?” In sum, he isn’t wrong because he’s a serial offender.

“I’m rich. I don’t give a s**t,” Broner told TMZ after one arrest. Meanwhile, the boxer also wasted a lot of money in poor business ventures and frivolous spending. This meant that he was unable to pay one significant settlement and forced the judge to place him in custody. It’s such a waste of a career because Broner had so much talent. Even Despite him being a four-weight champion, he still underachieved.