Hedgefund managers have loopholes, capital gains, etc, that you and I don’t have....thus, they get by with paying less than they would under a flat/fair tax. You and I would pay less under said plan.
Tax preparation folks probably won’t like Trump’s plan....as it cuts down their work. I know our tax guy isn’t too keen on a simplified tax plan...he/his staff may be out of work :-O
Regarding who would pay less or more, it’s all a maybe/maybe not until something is enacted and actually happens. When the incentives change, behavior changes, in ways that are often unpredictable to those in the business of predicting these things.
It’s entirely possible that I’ll see Trump’s tax proposals and say, “Hey, great!” However, hedge-fund persons and their attorneys and accountants will likely snicker, because no plan survives contact with the enemy.
Regardless of the candidate, the big question about what he or she proposes to accomplish, if elected, is, “How?” By the Constitutional legislative processes? Well, miracles do happen ...