Are you really trying to posit the idea that Trump is a naif to realpolitik?
Yes Trump is a naif to realpolitik as most citizens evidently are.
For example, as much as the rich (and everybody else) probably looks for ways to pay as little federal taxes as possible, I would not be surprised if all wealthy US citizens like Trump are unaware of the Supreme Courts clarification of Congresss limited power to appropriate taxes.
”Congress is not empowered to tax for those purposes which are within the exclusive province of the States.” - Justice John Marshall, Gibbons v. Ogden, 1824.
In other words Trump is probably not aware that he is paying taxes for federal services that the states have never delegated to Congress, expressly via the Constitution, the specific power to regulate, tax and spend for.
In fact, one of the very few federal spending programs that the Founding States actually delegated to Congress the specific power to tax and spend for is the US Mail Service (1.8.7). In other words, I can argue that most domestic federal services that you can name other then the US Mail Service are unconstitutional and be right about most of them.