Pamela Anderson
It should come as no surprise, but Pamela Anderson doesn’t make the best choices in life. Sure, she made it big on Baywatch and her multiple Playboy appearances, but other than that, things haven’t gone well financially for her.
She’s had issues with the IRS and the State of California for unpaid taxes, she’s had heavily contested divorces and most of all, she spent money like it was going out of style on the dumbest things, like drugs, Tommy Lee and most of all, she once spent $3 Million on tiling a pool in platinum, for a house she wasn’t planning to live in.