The Unsupervised Learning Recommended Books List

I’ve been reading more than ever over the last five years, and I get a lot of questions about what I recommend. So here’s my official book list.

I’ll give one sentence about what each is about, but I won’t try to sell it to you. The sell for this list is the fact that I’ve read a couple hundred books over the last several years, and this is a numbered list of them, in the order that I recommend them.

Trust the ordering.




  1. Spent: Sex, Evolution, and Consumer Behavior — My favorite book on the merging of Evolutionary Psychology with marketing and personality.
  2. The Red Queen: Sex and the Evolution of Human Nature — This book taught me more science about human evolution and human nature than any other.
  3. Homo Deus: A Brief History of Tomorrow: An unmatched look at the history, present, and future of humanity.
  4. Hamilton: A remarkable biography that taught me more about America than I’d learned any other way.
  5. Naked Economics: This book completely changed what I understood to be economics, and fascinated me with it.



  1. Ready Player One:
  2. Lexicon
  3. The Graveyard Book


  1. If you don’t like my fiction selections because they’re not as refined as my nonfiction selections, I preemptively agree with you. Let me know what I should read to improve the list.
  2. It’s harder than you think to put books in order like this, especially as you start going down in the list. If it helps, consider it a recommendation of what order to read them in, not a hard statement of ultimate objective quality.


I do a weekly show called Unsupervised Learning, where I curate the most interesting stories in infosec, technology, and humans, and talk about why they matter. You can subscribe here.


Leave a Reply