woah really? these people really can't do anything with their money or maybe they just have so much money that they doesn't care how much their losing.
All of them had a lot of money at one point but most of them couldn't afford their losses and some of them even borrowed money from the casinos. When gamblers lose a lot from gambling sometimes they get that urge to chase their losses and yes they start to care less about the money they're about to lose. Realization will only hit them once they have nothing left or after the damage is already done.Mike Jordan is in the middle because its is unknown. 
It didn't make any sense though, if anything he should be in the top 10.