Here’s a corollary that has worked for me and that I want to share - if, in general your startup feels like freedom - even if it has required you to work long hours for many years -(as all startups do for at least a while) - long hours that most people equate with chains - then it’s not only ok to keep doing the startup but it’s perhaps advisable - that at those inevitable moments when you do feel like a failure you don’t give up - that you give yourself enough time to try all the things you’d want to. It is ok to fail at a startup and not give up because the mindbendingly frustrating thing about startups is that even when you are succeeding you experience a lot of failure, and success rarely seems to precede at least one period that feels like utter failure.
I realize the tone of this advice may seem contradictory to my comment above, but it’s not. If a particular set of responsibilities that feel like chains to many / most people in the world feel like freedom to you - then by all means - keep enjoying the freedom, don’t let the world define it for you, and don’t give up when the roller coaster hits a low.
I realize the tone of this advice may seem contradictory to my comment above, but it’s not. If a particular set of responsibilities that feel like chains to many / most people in the world feel like freedom to you - then by all means - keep enjoying the freedom, don’t let the world define it for you, and don’t give up when the roller coaster hits a low.