You have to wonder what kinds of things people do to go up an then back down again. Its such a bummer to be in a situation such as that, but things happen, such as plain bad luck, like #7, and some just plainly made stupid decisions.
1. Jordan Belfort
More recently known from the blockbuster hit The Wolf of Wall Street (played by Leonardo DiCaprio), Jordan Belfort had yachts, planes, women, and drugs.