While Gates was richer than Jobs, once you're in the $100B vs. $10B, you're mostly in the keeping score category. Woz is apparently worth about $100M which is still in the you can buy pretty much anything you want category. So I would say yes.

On the other hand, someone who is worth, say, $10M or $20M is obviously still quite wealthy. But not necessarily in the doesn't need to think twice about hopping on a private plane or owning a private island category.

Not initially anyway its not all about money