Spender: Vince Young

Young was a highly-anticipated pick going into the 2006 NFL draft, and he was picked third overall by the Tennessee Titans and signed a $58 million contract. Overall, after six years on three different teams, he never lived up to expectations in the NFL.

With his newfound wealth, Young was known to go to Morton’s after home games and partake in $600 shots of cognac as well as spend $5K weekly at the Cheesecake Factory. He once purchased nearly every seat on a commercial airline flight.