>My "personality"? You can figure that out later
We can figure that out right now. He places personality as an afterthought, even placing it in air quotes to acknowledge that it means nothing to him. That says a lot about his personality. He values looks and status. Given that he also uses AI bots to judge his appearance as above average, he's also insecure, even if he's actually as good looking as the AIs say.

>I'll take care of you and let you NEET.
Translation: I need to have financial leverage over someone to prevent them from leaving me.

>(and maybe hit it later... jk.... but srsly, we can get to know eachother first. Something long term )
He really shows his hand here, then attempts to waive it away as a joke. But then winks after saying "long term", confusedly negating the statement that "let me hit it" was supposed to be a joke. I guess he's trying to hint that he wants a live-in prostitute and not a girlfriend, but because he cares about status he's not willing to say that outright.

I feel sorry for any /j/osei who doesn't see the red flags. As for anyone who would willingly subject themselves to this, I'll give you a personal anecdote. A man once offered me $400 every six weeks just to chat with him online. "No strings attached" he said. He was wealthy and it was no big deal for him. He framed himself as generous, even using the term "philanthropist" to describe himself. After I had said I wasn't sure if I was comfortable with it and continued to question his motives, he exploded on me angrily. Nothing in life is free. Everything comes at a cost.

At best OP wants prostitution by another name. At worst he wants total control over a woman because he's too insecure to be with someone who possesses independence.