1) “I am rich and have no idea what to do with my life” by Vinay Hiremath (co-founder of Loom, which sold to Atlassian for almost $1b). It’s a rare, vulnerable essay from an exited founder. 
2) “Hugging the X-Axis” by David Perell (ty @mattprusak for the great rec!) which is an argument for being more deeply dedicated in a world... See more