"That makes me smart."
This was Trump's throw-away line about the fact, raised by Clinton, that he has paid no taxes in at least some years. He was proud of being a multi-millionaire who contributed Zero tax dollars. He thought it made him "smart."
Any society has expenses we have to pay. We need our roads, infrastructure, police, fire departments, trash pick up, schools, etc. We have to pay for these things. And I fully understand not forcing those who are struggling to help pay much (the poor already pay a disproportionate amount of their income in sales taxes...)
But for the rest of us, we have a social compact, an agreement to pay for these common needs. To try to abuse rules to avoid paying our common expenses, therefore, is not "smart," and certainly not good. And certainly not if you are extravagantly wealthy!
It is greedy. It is self-centered. It is manipulative. It is petty. It is wrong.
And for such a person to boast about being a leech to run for public office pretending to care about our country... Well, his actions belie the point. You care about our nation, Mr Trump? Then show it! And one way to start showing it is to pay your fair share! Release your taxes. Pay back a reasonable amount of tax dollars that the rest of us had to shoulder so you could buy yourself gold toilets.
Until you do that, you're not smart. You don't care about the common good. You're just a petty little cheating freeloader and this admission should disqualify you, showing you to be fundamentally unfit for office.