CaptainStack

I donated to O'Rourke. Didn't really care about the odds.

Was your Declaration of Digital Independence and your general value of decentralized democratic self-governance influenced at all by anarchist ideologies like anarcho-syndicalism or libertarian-socialism?

What was your main motivation for joining Microsoft in the beginning? What would your most optimistic guess have been for its future at the time?

How related do you consider the goals of decentralization, privacy/encryption/security, and open source software?

Are there any texts/writers you would recommend reading to give a broader understanding of the classical liberal / libertarian ideologies you've built into your modern digital values?

I'd also be interested in any resources you'd recommend that attempt to articulate the left-wing libertarian ideologies, and/or the contradictions you consider fatal to them.