I mean, I absolutely think that you *could* game out his anarchism. Just read through Direct Action + the Democracy Project and take notes in the form of mechanics.
If it helps, do it like this: https://blackskyredvisitor.com/2020/06/29/alignment-world-a-dungeon-world-hack-a...
Anarchism is like a three stage rocket. The first stage is a set of moral commitments. The second stage is a series of desperate actions. The third stage is a network of interlocking understandings. Ultimately, the anarchism and the anthropology aren't separable -- they converge.