You have the façade presented to the public, then the operations of the businesses he runs, then the culture built within them. If you ignore the ethics then you won't see that a significant part of his success is in his PR muscle, and how (young) people then expect that follows through to working for him or going on his show.
I don't doubt that this isn't unlike the dream of going to work in the games industry as a kid, getting to make the very kind of game you loved to play, only to realise that what's on the inside is actually pretty ugly, and perhaps your fanaticism has been exploited.
There are lots of startups in SV looking for "cracked engineers" and frankly this sounds a bit like that!