Since I'm working in history and philosophy of science (HPS) and I'm trying to build my HPS model of alignment, in particular, I think it'd be good to read a book or two on the history of machine learning.
If you know of a good one, please share. Thanks!
Each chapter of Russell & Norvig's textbook "Artificial Intelligence: A Modern Approach" ends with historical notes. These are probably sparser than you want, but they are good and cover a very broad array of topics. The 4th edition of the book is decently up to date (for the time being!).