Estimated career earnings: $110 million
How he went broke: Walker said he supported a 70-person entourage, made failed real estate investments in Chicago, and dropped thousands on a single hand while gambling with MJ. Walker's now playing professionally in Puerto Rico, owes $4 million to creditors, and faces felony check-fraud charges in Las Vegas.
Complex says: Walker's ex-fiance appeared on Basketball Wives this year and said they separated months earlier because she discovered his infidelity. And by "discovered his infidelity" she means: discovered he was broke as fuck.