Fantastic list. Love Ryan Holiday's stuff. But Obstacle was his best work bar none. 4 hour work week was a great read as well. I did enjoy Gary's Crush It more than Crushing It but the message was spot on.
Never read the last too, and everyone has read the Great Gatsby lol It's on my t-be-read list...Promise!
Must read book in my opinion - 48 Laws of Power by Robert Greene. Absolutely mind blowing.