Ssssso, maybe the simplest solution is radically higher marginal income tax rates? Choate, Exeter, et al. still existed in the 40s, 50s, and 60s when marginal rates exceeded 90% at the top end. The wealthy didn't have as much money to thrown around and had to prioritize. Many of these problems fix themselves from there. Most of the exorbitant tuitions, art prices, home prices, etc. that we see that are harming are society are the result of supply (of money in the hands of wealthy people) not actual scarcity. People had houses in the Hamptons in 1946. But they didn't cost as much relative to houses in Piscataway, New Jersey. They do now because there's simply more money rich people have to bid up the prices. Same thing with private schools. It costs X to educate a kid to the highest level. Everything above that is just rich people tring to outbid one another because they have a surplus of discretionary income. Tax that away and prices of such goods reflect their real value.