I don’t see the problem there, and the hypothecated problem is consistent with many others in America. It would help if taxation was simpler and more transparent, but currently it sounds like states aren’t allowed to help their citizens file because of lobbying from the software companies providing this service.

Another solution is to take some of the extra money gathered and spend it on better educating children and adults about tax.

He said explicitely "most well-off Americans". That excludes people who cannot afford taxes.