I might structure this more at some point, but for now, enjoy a list of recommended books I particularly enjoyed. Please note that the numbered list does not imply a ranking.
Non-Fiction
Poor Charlie's Almanack: Lessons about business, investing, and life from one of the wisest men of our times. A very special book
The Engines of Cognition: A selection of essays by the preeminent rationality community on the internet
The Lessons of History: My most gifted book. A short, supremely insightful read about different periods in history
The Precipice: What are the most likely threats to human extinction, and how can we prevent them?
The Power Broker: The story about one of the most powerful, hidden figures in the history of the US
How to win friends and influence people: One of the classics about interpersonal relationships
Tools of Titan: The book I stole the most practical advice from
Seven Brief Lessons on Physics: A beautiful series of illustrations on physics and some deep philosophical implications
Path to Power - The Years of Lyndon Johnson: In-depth biography about the 36th president of the US
Thinking Fast and Slow: One of the modern classics about how we think
Rationality: From AI to Zombies: A collection of essays from a great thinker and rationality advocate
Fiction
Stormlight Archive: My favorite fantasy author doing his best work
Kingkiller Chronicles: Beautiful prose and one of my favorite main characters
Project Hail Mary (Audibook): From the author of The Martian. The audiobook is supreme
The Bobiverse: A fun take on von Neumann probes (self-replicating AIs) exploring the universe and defending what is left of humanity
The Expanse Series: Long Sci-Fi Series with a strong start and even stronger expansion
Cradle Series: A story about going from nothing to the peak. An exploration of how far you can go with determination and the right friends.
Red Rising (Audiobooks): A story about revenge, comradery and an entrenched class system
The Lord of the Rings: The foundation that made many of my modern favorite fantasy books possible
I will update this list regularly. If you have any recommendations, put them in the comments!