@yapartase I really like The Hard Thing About Hard Things by Ben Horowitz. Describes the rollercoaster of founder life in a great way and still has a positive message. Also - if I'm allowed two - Mindset by Dr Carol S Dweck. I kept one in my bag every day in my first year working full time as a boostrapping founder.
@yapartase The Writing Life by Annie Dillard. This is more from an artistic slant (a writer writing about the process of writing), but I think it's a beautiful volume that offers a lot in terms of what goes into producing work (of any kind).