But why? I once worked for a startup where the founder and the CEO was a hundred(s) millionaire, and he could have easily funded the startup on his own. And you know what? He’d be constantly pitching to investors, nonstop. And when the other investors lost confidence, he closed the business. It’s a matter of principle for many of these people. You don’t ever want to risk your own money unless there is no other choice. It doesn’t matter if you can afford it. The question is why? If I can spend your money why would I spend my own? It makes no sense. These billionaires will spend our money, time, dreams, energy indefinitely, if they can. Only if there is an absolute and absolutely unbypassable barrier that prevents them from even trying would they stop. They won’t ever volunteer to stop.