6. William "Bud" Post
William "Bud" Post was unfortunately the victim of the common phenomenon that lottery winners have to go through: Family members coming out of the woodwork assuming that they are entitled to a chunk of the cash that was won for no reason other than that they are related.
When Post won $16.2 million in the lottery, his girlfriend sued him for some of his winnings, actually winning her case. His brother attempted to hire a hitman to kill him so that he could get the money for himself—it was unsuccessful, but still, hello crazy. His other siblings persuaded him to make bad investments that left him $1 million in debt and living off social security checks at the time of his death. Makes you question your loyalty to the people you call "family."