Yeah. I think it's somewhere in between this and the above post. I think he thinks it's funny, and he likes stirring the pot for his own amusement or to deflect from something else. I don't think he's thinking about it as a demoralization tactic; I think he's just having fun because he doesn't take being president seriously and he's just seeing what he can get away with.
I think Trump is mainly there for grifting, trolling, and bullying, and all the other stuff is just because he wants his crazy base to love him. He just uses the issues as leverage.
No, he's really not. He's "both sides are terrible, no one wants to work anymore, and everyone's too sensitive" center right curmudgeon.
2016:
Then he endorsed Michael Bloomberg in 2020. That's it.