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I think you are definitely on the right path. For me personally, one of the things which I always aks myself when I venture into something is what is the underlying purpose of that action. For example:
I am looking to running my own business. The questions I would ask is Why? What am i hoping to achieve out of this? What is the end game?
Because more or less I’ve realised that whenever we perform an action, it is always driving by some form of higher purpose. Perhaps something I am hoping to achieve or get out of this venture and that really drives our actions. I know a guy who from a very young age wanted to help people who are suffering. That was what he decided as a kid he wanted to do for the rest of his life. So he said, “I shall then be a doctor. I can help others and help them ease their suffering.” . By the time he finished high school, though he did really well, he did not secure enough points to get into the public university to study medicine. So he said “OK, fine. I will then focus on my fathers business and the money I earn out of this, I will use to help others ease their suffering, by maybe running some free clinics and such.” So his underlying purpose did not change but the method he used to achieve it changed. After some time, he then met a monk and inspired by the monks teachings to help people understand their own purpose and inspire them, he decided to pursuse a monastic life and has now become a successful monk and he says the same thing. “I am still focused on helping people alleviate their suffering except that I am doing it by being a monk”
I found it amazing that despite having various goals and such, his ultimately underlying purpose never changed and thats what drives him everyday to live life to the fullest.