Honestly it wouldn't be that difficult for a young person who enjoys impressing people. As I understand it he had a high income funded by right wing backers (so-called Wingnut Welfare) until he said something even they couldn't ignore. If your funding dries up unexpectedly you can end up massively overcommitted, as anybody who has lost a job just after getting a mortgage can attest.
I can't imagine someone unable to at least have some sort of self-reflection after taking so many losses. He used to have a large group of fellow monsters cheering him on and normalizing his awfulness. Now he's in crippling debt, has been completely deplatformed, abandoned by Breitbart and all of their ilk, and is being banned from entire countries. He has to know he's scum.
He will undoubtedly act like he's not bothered to the dozen or so people that show up to his speeches or whatever. I think he knows he has lost and that nearly everyone hates his guts, though.