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What Are You Optimizing For?
I think a really big part of improving yourself as a decision maker is being willing to test these assumptions. I found a place to live with some friends of friends for one month and said, let's see what living in New York is like. All of my assumptions are telling me this is the best place to be. So why waste any time? Let's get on the ground floor and see if this is correct. It gave me the confidence to move forward quickly because I had started from, well, what do I want? What do I value?