At least one of the items you can spend Jeff Bezos's money on ("End homelessness in the United States (-$20 billion)") is argumentative, since the government at

At least one of the items you can spend Jeff Bezos's money on ("End homelessness in the United States (-$20 billion)") is argumentative, since the government at different levels has arguably spent a much larger amount than that already. The only tally I see attempted is from an admittedly small-government-bias outlet (the Cato Institute, estimating $15 trillion), which many people seem to believe is inflated. Even if it's off by, say 2 orders of magnitude, you're still left with the government having spent much more already. Which shows two things: 1. Throwing money at a problem is not enough. 2. The idea of just taking rich people's money to fix problems is not enough. Also, one of the further items ("Fund NASA for a year (-$20 billion)"): Jeff Bezos is already spending a billion dollars every year to fund a private space company. I don't know why the assumption is that it's a "vanity" project.