What is your question Metric Mouse?
Are you curious how he can be a freeloader who doesn't seem to contribute to society, but is happy to utilise the complex technological infrastructure that taxes and investments have built?
Have a read of his FAQ. It gives some interesting insights into his rationale and justifications.
Personally I think there are similarities with his mooching lifestyle and the idea of building up enough investments to live off passive income, and then travelling or enjoying life at leisure. Both are taking advantages of the excess wealth created by and spun off by society. But obviously to dramatically different degrees.
I'm not endorsing his lifestyle. But I think he's seeing an opportunity that affords him a lifestyle that corresponds to his convictions. I don't think everyone could do it but I think that is so unlikely it's not really worth thinking about.
But one thing I do take away from it. Even if I disagree with him about the utility of money, I can see how it can tend to turn many human relationships into overt transactions. Sure, in a bartering economy you could start seeing people as possible providers or takers of goods and services - but these transactions need to be mediated by social relationships and community = rather than amoral, freely exchangable currency.