2. Dennis Rodman
Dennis Rodman is allegedly one of 47 other children born to the perfectly named Vietnam vet and rolling stone, Philander Rodman, Jr. Over fifty years later, Philander’s son was last seen checking back into rehab, with his own mountain of overdue child support payments to deal with.
Alcoholism and three divorces on their own are not what make Dennis Rodman’s descent from a successful career in the NBA as fascinating as a horror movie you know you should but can’t look away from; it’s more the very public nature of his stints in rehab (on Celebrity Rehab with Dr. Drew), who he’s divorced (model Carmen Electra), his increasingly pierced and bizarre outward appearance, and of course his recent trip to North Korea. In the end, Dennis Rodman made it so high up this list, because he is the only famous person on here who has less than zero dollars to his name.
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