I strongly recommend building a little instinct in yourself for "what if HN search could help with this question" - for books especially: https://news.ycombinator.com/item?id=21900498

And someone took it upon themselves to build a book specific version across all discussions: https://hackernewsbooks.com/top-books-on-hacker-news

I check that fairly frequently!

I have read tens of books that came my way through HN. Please see this: https://news.ycombinator.com/item?id=37761636

Personally I read every history of a startup or important tech figure that I can find in my library’s ebook borrowing program, which can easily occupy several years.