8. Callie Rogers Callie Rogers was just 16 when she won £1.9 in the UK's lottery (about $3 million) in 2003, too young to know how to manage her money or where it would lead her (Via/Gawker).
Rogers hooked up with a loser, had two of his kids, then blew the rest on partying, vacations and gifts for her friends. Now Rogers works as a cleaning woman and is reportedly facing bankruptcy.