One of the aspects that attracted me the most in entrepreneurship is creative freedom. I can work on what I want, whenever I want. Of course, it’s still a romantic view of entrepreneurship — you still have to take into account the interests of your stakeholders. You are independent, but not entirely free.
Tech entrepreneurship also feels like diving into the unknown. There is freedom, a form of transcendence in navigating past the known world. Product/Market fit is a quest for truth. When I think about truth and freedom I’m always remembered of Socrate’s Allegory of the Cave: if you happen to inadvertently break your chains and face the blinding sun, you are exposed to a new reality, hard to understand because fundamentally different from the one you experienced in the cave.
What follows is speculation. You can feel unworthy of the freedom you’ve been granted. Maybe it’s part of the Imposter Syndrom all professionals experience at some point in their life. Let’s call it Freedom Guilt: the irrational feeling you owe a debt to the world for the freedom you are experiencing. In Plato’s allegory, the free man goes back to the cave to bring the new-found truth to his fellow men to make up for the guilt. In my case, I tend to push myself to work harder. It’s a vicious cycle that cannot end up well. I see a parallel with the concept of Original Sin: accessing new knowledge results in a collective guilt humans have to make up for.
Independence is power, does it always imply responsibility?