4. Don King

Position, Team: Boxing Promoter
Years: 1974-present
So, we already told you about how so many pro boxing champs end up going broke after making millions throughout their careers, right? Well, the man in the photo above and people like him are a big reason why that happens so often. Don King's name is straight-up synonymous with shady promoter at this point. We'd call him a bunch of other things but we think Iron Mike sums it up quite well. Oh yea, did we forget to mention he has killed two men on two different occasions? But got off easy both times, once for justifiable homicide and the other for non-negligent manslaughter? SMH, you can't make this shit up.