1. Allen Iverson – $200 Million Lost


As is often the case with sports stars, Iverson ended up supporting an entourage 50 deep. This ¬†was a massive drain on his resources, and he’s also thought to be banned from some Casinos across the US. That’s gotta hurt!

2. David Harrison – $4.4 Million Lost


Harrison ended up working in McDonalds five years after retiring from the NBA.