Ukraine

I agree with you at least on the broad general statements you made but even as a NYC billionaire real-estate developer, when his own personal wishes or aspirations become seriously threatened or there's a distinct possibility that their could be numerous threats to his "brand" or his political/financial well-being, Trump never fails to suddenly become interested in analyzing and being worried about solving MACRO issues or dilemmas. He's just never really been significantly pushed or prodded by his enemies in D.C. or the unfair, gritty painful realities of geopoliitics to feel that intense pressure where it becomes so acute he starts to act out in histrionics, wild mood swings and venomous temper tantrums.

aka how it benefits him.

If it doesnt, he will change tack. or simply walk away so as not to appear weak/lost.