The first question is, what am I optimizing for? And you know, people optimize for different things. Sometimes we optimize for money; sometimes we optimize for free time or family time. Sometimes you optimize for creative output and having the ability to choose the creative projects you work on. It can be any number of things, but you need to decide what it is for you. The second question that I like is, can my current habits carry me to my desired future? So once you know what you're optimizing for, are you on a trajectory that can get you there?"

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