When has he been over optimistic about potential investors to take his company private? That’s rhetorical.
Wait, so he's supposed to be overoptimistic in general, excepting in this specific case that he's never done before? Elon is supposed to suddenly become a different person when dealing with privatization?
Don’t conflate his optimism about impossible vehicle launch timelines and AP abilities and such with what’s happening now. Totally different.
Not "totally different". He's the same person. Do you think he's been deliberately overoptimistic about... well, virtually everything else? No. He's just an extremely optimistic person. It's his nature. Which is good - he never would have taken all these risks that's created these amazing companies if he wasn't that optimistic. But his optimism isn't going to suddenly take a rain check just because privatization is important. He's been optimistic about literally everything important about his companies thusfar.