He seems to care immensely about being viewed as the "winner" and the "best" at everything.

I also have to assume that anyone interested in slapping their name in big gold letters on as many buildings as possible is interested in the perception of legacy.

I misinterpreted your original comment. I thought you meant he would act as the ideal benevolent leader to obtain this perception

Hah, oh yeah I could see reading it that way being very confusing! Trump and benevolent don't belong in the same dictionary.