Raising $400M != having $400M personally.

Although, at that level of raise, I assume the ceo/founder(s) would probably be taking a least a few million, maybe $10M over the course of the raises + elapsed time?

There’s definitely a substantial difference between a net worth of $10M and a net worth of $100M. After that, I imagine most people wouldn’t really be able to tell the difference day to day.