Part of my second question is that I think in order to beat these two challenges, the best he can do is say that there is one fairly simple principle that is behind anarcho-capitalism, and that it generalizes so robustly, both when thrown into the real world, and when thrown into philosophical controversies, that it causes all of them to conveniently point in a similar direction. It would have to be one he believed in from a young age and saw vindicated more and more over time in practice, and it needs to be remarkably unpopular to, despite having unusually powerful application in so many controversies, escape the sympathies of so many other experts. I suspect he will suggest something like this, but I am suspicious a principle that actually meets these criteria doesn’t exist, and that much of his worldview is best explained by bias. This is why I think a question on this level is one of the best challenges to pose him.
Part of my second question is that I think in order to beat these two challenges, the best he can do is say that there is one fairly simple principle that is behind anarcho-capitalism, and that it generalizes so robustly, both when thrown into the real world, and when thrown into philosophical controversies, that it causes all of them to conveniently point in a similar direction. It would have to be one he believed in from a young age and saw vindicated more and more over time in practice, and it needs to be remarkably unpopular to, despite having unusually powerful application in so many controversies, escape the sympathies of so many other experts. I suspect he will suggest something like this, but I am suspicious a principle that actually meets these criteria doesn’t exist, and that much of his worldview is best explained by bias. This is why I think a question on this level is one of the best challenges to pose him.