Oh man, Seeing Like a State has been on my list for years. I think I first heard of it either through Eric S. Raymond or Scott Alexander, but it was the Uruk Series by Lou Keep of sam[]zdat. He slightly tweaks Scott's concept of "legibility" in the series, but I have found it tremendously useful for understanding what goes wrong with well-meaning interventions (and makes less well-intentioned ones even worse).

I'm actually not holding myself to only dead authors now that 2022 is up, so maybe this is a sign to bump Scott back up the list (Against the Grain is also on my list). Thanks!