Good morning from New York City. I woke up this morning thinking about a dinner I had recently. By way of background, this is a person who is between jobs right now. A couple months ago we were at dinner, and he was telling me about an interview he had that he didn’t feel good about. He then went on to talk about his vision for this company.

During the course of that evening, we talked a lot about going for what you want. That might mean doing something unexpected, leaving a message, writing a note, doing something that you think is outside of the normal hiring process, which in this case it was. But it was also my friend going outside of his comfort zone. I think it was probably a healthy mix of being someone who wants to play by the rules along with a heaping portion of self-doubt or fear of rejection, or whatever you want to call it.

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