There’s a more plausible but less exciting explanation for this too. Trump has no confidence at all. He’s pathetic. He is desperately seeking affirmation externally and only from certain terrible people. He wants the approval of people he considers impressive because he doesn’t understand how or why the world (or people) work the way they do. Think back to his years in New York. He had a horrible reputation he was never willing to change. He just wants to rebrand himself and all the things people hate about him as desirable traits. All the elites in New York fucking hated him so now he’s trying to find “better friends”. Trump is weak. He has no solid foundation of self. So he needs everyone else to support his emotional needs.

Probably a hit and run on 5th Avenue, hence his earlier comment.

It's always projection, so he clearly killed someone there and got away with it

A lot of people didn't like that poor girl.