I tasked myself with compiling a recommended reading list for a friend loosely based around “thinking about the future,” as it’s been floating around the periphery of a lot that’s been on my mind over the last couple of years. It is as follows:
Starting Point
- Antifragile by Nassim Taleb (It’s worth reading The Black Swan as well)
- The End of Jobs by Taylor Pearson
Career & Life-Planning
- Antifragile Planning: Optimizing for Optionality by Taylor Pearson
- The Subtle Art of Reaching Your Potential by Taylor Pearson
- How to Get Lucky: Maximizing Exposure to Life-Changing Serendipity by Nat Eliason
Technology-Specific (Important to think about regardless if you’re working in tech or not)
Philosophy
- Finite & Infinite Games by James Carse
- Ego is the Enemy by Ryan Holiday
- (Antifragile belongs in this category as well, specifically Book VII)
This is by all means a starting point. I’ve got a ton of stuff in my queue that could potentially be included here, but I, of course, have yet to read.