Yes....
"ski lodge in whistler, two race horses, a yacht, plane, houses in hkg and oz and he still bitched and whinged."
This guy would have to be an A scaler, won Mark 6 or inherited a bunch of coin. Or else he is up to his eyeballs (and beyond) in debt.
Simply put, there is NO WAY any new staff would ever be able to afford anything close to all of this. Reality bites.