22. Rick Mahorn: $6 million
Mahorn, a member of the iconic “Bad Boy” Detroit Pistons, earned over $6 million during his NBA career. On top of that, Mahorn received a six-figure salary as a commentator after his playing career ended. But all that cash wasn’t enough to support Mahorn and his wife, as the free-spending couple declared bankruptcy in 2010.
Court documents showed that Mahorn and his wife had just $1,101 to their name, and still owed a whopping $518,688 in mortgage payments. Saddest of all, Mahorn “lost” his championship ring from his days with the Pistons.
In his defense, the amount of money Mahorn squandered away is chump change compared to the other guys on this list.