Several months ago while I was on my Vipassana meditation retreat, I was captivated by the idea that change is a constant. By unplugging for ten days and increasing my sense of awareness, it became very apparent that objects around us and within us, even at the tiniest levels, are always in a state of flux. Despite the fleeting nature of everything, we as humans tend to cling to objects, people, places, memories, emotional states, etc.. We crave permanence even though impermanence stares us in the face. When I returned home, I became obsessed with this question: if everything is constantly changing then why is it so hard for most people to change old habits and develop new habits?Read More
Last month, while I was on a cross country flight, I read Ray Dalio’s seminal document, Principles, for the second time this year. For those of you who don’t know Ray, he is the Founder of Bridgewater Associates, the world’s largest and arguably most successful hedge fund. Ray runs Bridgewater according to principles that he has developed over his 40+ year career. Some would suggest his approach and views of the world are radical but it’s hard to argue with Bridgewater’s success. Ray is a big proponent of radical transparency in order to arrive at the truth. His principles include embracing failure, being in synch, building teams carefully, and running an organization like a machine. While I don’t share all of Ray’s views, I do believe that just about every organization imaginable would dramatically improve if they read and adopted even half of the principles.
After I finished reading the document, I began to reflect on my own values and principles. I also began to question my own effectiveness as an investor and as an employee in the spirit of radical candor. What am I good at? What drives me? What are my blind spots? What are my bad habits? Where am I falling short? What am I currently struggling with? By asking myself these questions and investing the time to reflect, I was able to shed light on some of the areas at work that I should focus on. This process was both cathartic and enlightening. What I found was surprising and incredibly transformative but it required a structured process and heavy doses of reflection and self inquiry.Read More
Last Friday night after a long week, I decided to go for a long run and listen to a Buddhist lecture on the true nature of existence and the self. About ten minutes into the run, I started to contemplate why I have chosen various paths in life such as becoming a venture investor. Since I have decided to make this my life’s work, I began to examine what really drove this long-term decision and whether I was being honest with myself. As soon as I returned home and showered, I opened up my computer and published the following tweet.
Ryan Hoover of Product Hunt was the first to reply and suggested that I expand on the tweet and provide commentary and context on each one. I hadn’t considered writing a post, but ultimately decided it would be enlightening and cathartic to dive into each reason and expose myself.
Below is an expanded view into all the reasons that I have chosen VC as a career. I’ve also tried to be honest about what drives me. While this list captures how I feel today, I’m sure it will evolve over time as I learn more about myself and my worldview changes.Read More