How is Bezos' situation different than Gates?
e: to clarify my second question: How is Bezos' situation different than Gates' when Gates left Microsoft.
Regarding your second question, it is actually a similar scenario to when Gates left Microsoft. Right before Gates left, Microsoft was at one of the highest peak values, $58, almost it's Market cap today if you account for inflation, and a year after Gates left the stock had plummeted to $24 a share. Many would propose that Bezos leaving would actually be more detrimental, as Microsoft at the time was not a growth stock, but a well established money printing machine, while Amazon stock is still banking on future potential.
Gates net worth is almost entirely cash (tens of billions in cash?) and other investments (there's like a holding/investment company that's actually just Gates).
Much better in my opinion than Apple, that is almost solely valued off of a popular phone that the majority of users could replace with a phone 20% of the cost and be just as happy.