He makes damn sure that he works all the loopholes so not to pay taxes. The point is, a guy making 50k a year pays more taxes than Trump and that is fucked up... The worst part is, is that it's what Trump wants. He wants to make it easy for the rich to avoid taxes.
Until he proves otherwise, he's still just an obnoxious rich guy that doesn't give a shit about the middle working class. He's fucked over hundreds of working class guys for what would have been pocket change to him.