Worth your time.
Other people's writing that I keep going back to, and whatever is currently on the go. Anything marked reading is unfinished, so treat the note as a first impression.
Essays I read on a monthly basis
The Bitter Lesson Two pages that keep being right. I reread it whenever a clever hand-built approach starts feeling like the answer, which is roughly monthly. You and Your Research On why capable people mostly do unimportant work, and what the ones who don't have in common. Uncomfortable in the useful direction. Maker's Schedule, Manager's Schedule The clearest account of why a single meeting can cost an afternoon. I reread it whenever the calendar starts winning.Books
Thinking in Bets Separating the quality of a decision from the quality of its outcome. The habit the quant book taught me, written down properly.
Seeing Like a State How systems built for legibility quietly destroy the local knowledge that made the thing work. Applies to governments, and to roadmaps.
Essays
The Rise of Worse is Better The argument behind shipping the boring version, made thirty years before I worked it out for myself.Blogs
Gwern.net Essays that are never finished, only revised — each one dated, versioned and argued with itself in public. The closest thing the web has to a working notebook kept honestly. Dan Luu Measures the things everyone else asserts. Reliably ends up somewhere less comfortable and more useful than the consensus. Simon Willison's Weblog The most consistent primary source on what language models can actually do this week, written by someone who tries it rather than speculating about it.