I don't think this better world involves much of anyone deciding for Calacanis what he will be doing, but rather leaving him to his own devices.
What would compel these people to give up some of their riches for the well being of your average worker, though? Voting? Asking nicely?
Cultural indoctrination. So yes, asking nicely. It's why I believe billionaires should be liquidated, no? Repeat en masse.
If history is any indication, bloodshed. When those with the power get more than they're fair share, the public tends to fix the balance by removing those with too much power.
Is this actually a good faith question? You know perfectly well that we compel everyone to pay taxes all of the time. This isn't a hard concept.