Paul Graham is not only a successful entrepreneur he is a analytical master who has written extensively on business, economics, and culture. I greatly appreciate how he deconstructs complex topics and makes it accessible. Below is some of my favorite articles by him:
Nerd Culture
http://www.paulgraham.com/nerds.html
Hacker Culture
http://www.paulgraham.com/gba.html
Wealth and Inequality
http://www.paulgraham.com/gap.html
Wealth, Technology, and Startups
http://www.paulgraham.com/wealth.html
American Culture, Craftsmanship, and Design
http://www.paulgraham.com/usa.html
Graduating from High School
http://www.paulgraham.com/hs.html
Finding What You Love To Do
http://www.paulgraham.com/love.html
Building a Startup
http://www.paulgraham.com/start.html
Startup Lessons
http://www.paulgraham.com/startuplessons.html
Startup Mistakes
http://www.paulgraham.com/startupmistakes.html
About What Good Art Is
http://www.paulgraham.com/goodart.html
Intelligence vs Wisdom
http://www.paulgraham.com/wisdom.html
Thinking about Equity Valuations
http://www.paulgraham.com/equity.html
About Philosophy
http://www.paulgraham.com/philosophy.html
Principles to a New Product Launch
http://www.paulgraham.com/newthings.html
Types of Disagreement
http://www.paulgraham.com/disagree.html
5 Regrets to Avoid
http://www.paulgraham.com/todo.html
The Counter Intuition of Startup Investing
http://www.paulgraham.com/swan.html
How Startups are Different from other Businesses
http://www.paulgraham.com/growth.html
How to Find Ideas for Startups
http://www.paulgraham.com/startupideas.html
Convincing Investors
http://www.paulgraham.com/convince.html
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