A lot of people won't want to work for him, but a minority will want to a lot mostly for political/cultural reasons. I suppose if it's sustainable for the tech world to bifurcate the way the media world has Elon could be the Rupert Murdoch of tech.
From my perspective right wing brands tend to have a .. how to put it .. second rate or imitation feel to them and working for them seems akin to playing professional basketball in Europe rather than the NBA.... That's off putting to me personally but probably feels first rate and awesome to the intended audience. So maybe his brands will remain mainstream but they are at risk of being ghettoized into the American flag with a flaming skull painted on the hood of your Dodge Challenger demographic.
We'll see how it works out for him! If it succeeds it's bound to make life worse for the kinds of people who don't share his ideological and cultural positions just because he'll prove that it's economically viable to alienate them. For that reason, yes, I think they are hoping for him to fail and the predictions that he definitely will have an air of wishful thinking to them.