private jets and yachts depreciate at 5-10% per year and cost an additional 5-10% per year to maintain and crew. On the low end that's 10% per year in pure expense. Buy a $50M yacht and $50M jet and you are out $10-$20M per year right there. He has his own non-corporate jet for pleasure travel, not sure on yacht, but most of his stature do.

He probably also has several $10M+ properties that while appreciate some, have a lot of upkeep that likely result in a net loss. On top of that, I'm sure he takes plenty of pricey vacations and eats at $1000/person restaurants. It all adds up quickly if you are living a CEO lifestyle. Most here just haven't been exposed to that world.