I've listened to the audio edition of Anathem at least 15 times. Heck, I'm listening to it again as I'm writing this. I can say that a lot of my perspective of the world in the last year has switched to a mathic viewpoint of the world. It's very rare that a work of fiction has affected my worldview as much as this book has.
Start with Cryptonomicon, a tale of WWII codebreakers, cryptography, and modern-day data freedom. How can you not love the sound of that that?