No. I interacted with him on two occasions during the PayPal days. They were pitching PayPal as a payment mechanism for a bunch of our verticals. Even back then he was weird, awkward, and cringe. I think there is video of him back then taking possession of a McLaren and you can see how cringe he was.
EDIT: Found it.. On rewatch, it doesn’t really show how insufferable he was in person. It’s funny to see how x.com gets recycled though.
Today, yes, but back then he was just another dot com millionaire. Remember, that footage was before PayPal, so he probably had about 300M, tops. A million was still only a fraction of his wealth, but it was still a noticeable fraction.