I pay reduced taxes because I am old; I pay reduced taxes because I am married; I pay reduced taxes because I pay mortgage interest; I pay reduced taxes because I pay Property taxes on that home; I pay reduced taxes because I receive Social Security benefits; I pay reduced Oregon taxes because Oregon tried to tax Federal retirees illegally back in the 1990's, I pay reduced taxes for all those reasons.

What would be 'stupid' would be to pay more taxes than I owe based on the laws applicable to me.

Trump isn't 'stupid', either.

And he pays five and six figure salaries to hundreds (if not thousands) of attorneys, CPAs, MBAs etc. all around the world to make sure he doesn't pay taxes 'stupidly'.

If you don't choose to take the tax reductions available to you, you just aren't too bright!