Earlier quoted context omitted.
This is a pretty normal outcome for anyone at the FAANGs who stayed through at least one full vesting cycle and had the good sense to hold their RSUs for a decade after instead of cashing them out on vest.
At what point does cashing out the stocks make sense? Should they even bother switching to angel investments?
The general rule is that you don't divest yourself of an asset unless you are going to buy another asset or make an investment that better serves your financial goals. Cash is just money, but equity will work for you 24/7/365 for as long as you let it. Everyone has different circumstances and preferences though, so there's no universal answer.