He's not really asking to be taxed more. He knows how to shield his money from taxation. He is really asking to tax the hell out of the upper middle class. He and his ilk are trying to use the progressive tax code to further insulate themselves from those lower income people who keep trying to move up the ladder.
Selective "targeted taxation" /"targeted tax cuts" is what lead to all these "loopholes" Worried Buffoon is lamenting.