If inflation was regressive, the very rich wouldn't have been fighting tooth and nail these past decades to squelch it. Inflation mainly hurts those sitting on large piles of cash and bonds; that isn't the poor. As for a flat tax, even when I was a kid I heard the saying "that first million is always the hardest, har har har". With our economy now, which is both global and highly leveraged, the principle is ever more true. Hard work alone will usually get you your first $25-75K in income, more or less; beyond that, "your" money is coming in from the work of others or because of the benefits of living in this leveraged economy, and it's not unreasonable for the tax rate to be higher to help keep going the momentum that you're benefiting from. Obama was right on with his much-mocked "you didn't build that" quote. It's merely enlightened self-interest.