
Godel, Escher, Bach: An Eternal Golden Braid by Douglas Hofstadter
Thinking: Fast and Slow by Daniel Kahneman
The Education of Millionaires: Everything You Won't Learn in College About How to Be Successful by Michael Ellsberg
I'm almost sure it was slightly over a decade ago, but I'll go ahead and throw in a mention of The Four Steps to the Epiphany by Steve Blank. I consider it one of the most influential books I've read, period.
Also, in terms of fiction, I'd add
Permutation City by Greg Egan, and the Foundation Trilogy by Asimov (that one's cheating a little as that was a re-read, but they are still very good).
1. Black Like Me - John Howard Griffin - https://en.wikipedia.org/wiki/Black_Like_Me
2. More Matrix and Philosophy - William Irwin (ed) - https://www.amazon.com/More-Matrix-Philosophy-Revolutions-Re...
3. Godel, Escher, Bach: An Eternal Golden Braid - Douglas Hofstadter - https://en.wikipedia.org/wiki/G%C3%B6del,_Escher,_Bach
4. The New Jim Crow - Michelle Alexander - https://en.wikipedia.org/wiki/The_New_Jim_Crow
5. Capitalism: The Unknown Ideal - Ayn Rand - https://www.amazon.com/dp/0451147952/ref=sspa_dk_detail_4?ps...
6. The Fountainhead - Ayn Rand - https://en.wikipedia.org/wiki/The_Fountainhead
7. The Book of Why: The New Science of Cause and Effect - Judea Pearl - https://www.amazon.com/Book-Why-Science-Cause-Effect/dp/0465...
8. The Education of Millionaires - Michael Ellsberg - https://www.amazon.com/Education-Millionaires-Everything-Col...
9. The Silent Corner, The Whispering Room, and The Crooked Staircase - Dean Koontz - http://www.deankoontz.com/book-series/jane-hawk
10. Godel's Proof - Ernest Nagel & James Newman - https://www.amazon.com/G%C3%B6dels-Proof-Ernest-Nagel/dp/081...
11. After Dark - Haruki Murakami - https://www.goodreads.com/book/show/17803.After_Dark
Steve Jobs - Walter Isaacson. I thought it was interesting; an honest attempt at cataloguing the life of a fascinating and complex person.
How To Win Friends And Influence People - Dale Carnegie. I'd skimmed through it in high school, and decided it was full of obvious/cheesy platitudes, but was somehow convinced to take another look this year and I'm very glad I did. It is mostly full of very basic "don't be an ass" advice, but I needed it.
Never Eat Alone - Keith Ferrazzi. I'm not sure what to think of this one. It's pretty low on actionable advice, but it did help me (together with HTWFAIF, above) reframe the way I approach interpersonal relationships.
The Cat's Table - Michael Ondaatje. I haven't finished this one yet, but it's part of a recent concerted effort to read more fiction. I've always loved Ondaatje's work, and this latest novel is no different.
Freakonomics - Steven Levitt & Stephen Dubner. I just started reading this last night, and I'm already 100 pages in. It's an addicting read, and is already causing me to re-evaluate the incentive systems that are everywhere.
Napoleon Bonaparte - Alan Schom. I've been reading this one slowly for a while (it's a hefty book). It's a very well written account of Napoleon's entire life story--highly recommended.
Crossing the Chasm - Geoffrey Moore. Just started this one last night as well (Christmas presents!) and so far it seems like it will live up to the hype.
The Education of Millionaires - Michael Ellsberg. This one, I can't recommend. As always, though, YMMV :)