I've seen a few people run the thought experiment where one imagines the best life a historical person could live, and/or the most good they could do. There are several variants, and you can tune which cheat codes they are given. People seem to get different answers, and this has me pretty curious.
I realized that I'm really uncertain about historical trajectories at pretty much every level. I am really unsure whether the Roman empire could have lasted longer and made a few extra major advancements (like steam engines and evolutionary biology). I'm unsure whether a medieval peasant armed with modern textbooks could have made a huge dent in history. And I'm also pretty unsure what it would have taken for 20th century America to have made faster moral progress than it did.
But I do notice that the more recent the alternate history, the less clueless I feel, which is a little motivating[1]. So here are a few prompts of the top of my head:
Possibly spurious, but this kind of reminds me of Read History of Philosophy Backwards