At best this is some kind of amateurish Libertarian raving, or a thinly veiled troll.
Sure it does. It helps people who are disadvantaged.
It's like giving preferences to middle class black people over lower-class white people.
He served under Bush, and as an advisor to Romney. I'm not saying there's something wrong with Republicans, just that at times he tends to be a bit of a "party man".
Lately, his writing has taken a turn that's more along the lines of "sniping at Obama and company", rather than writing anything particularly interesting... sort of like Krugman with Bush.
Anyway, all very much off topic...