I feel like we're talking past one another so I'll shut up after this reply. I think this disagreement comes down to a difference of values and not just how they are implemented.
Specifically, you seem to hold a notion of a social contract: a concept that I reject. Subverting a "contract" which has been forced upon me and to which I never agreed sounds like a noble endeavor to me, but I'm sure you'd be repulsed by the idea.
Given our starkly different motivations, I believe the best outcome either of us could hope for in a debate is that we both remain reasoned and civil, as there's probably little chance of winning the other to our side.
Rayiner's point wasn't that technology intrinsically subverts the social contract; only that some technologists seem to want it to.