I get the impression that Jeff will definitely sell out whenever it affects his wallet. If he's got a boatload of EOS, you can be damn sure he'll push it hard. Will he still bitch about TPTB?..sure, but he'll burn others by selling them crap if he needs to to make himself whole.
I'm also pretty damn sceptical of the whole anarcho-capitalist spiel. TPTB love to take the extremes on both sides of any debate. If they run communism (and they do), you can be damn sure that they run the anarcho-capitalist push as well.
I have a lot of reasons to perceive anarcho-capitalism as complete BS. Have you ever listened to the religious ones try to explain how some of the the most basic government activities are supposed to run in their model..it's a total joke. It will never work. Now this of course doesn't mean government shouldn't be minimized to the maximum degree and be massively controlled by the people.. absolutely it should. However, the fantasy that anarcho-capitalism is a workable system is ridiculous.