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Comment on Ask YC: Why would someone leave his/her cushy job to join a startup?

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Hi, I'm Dan.

We just got accepted in to YC Summer 2008 this past weekend. Before this past Wednesday, I worked as a financial analyst at a small due diligence firm where I could wear what ever I wanted to work, had relatively flexible hours, got paid pretty well and loved my coworkers.

Let me take you to that Wednesday: Bossman called me in and said he was pleased with my performance since December and gave me a promotion (essentially a 10-20k raise). He also added that some final details needed to be worked out before it would go in to effect.

After nodding and saying thanks, I told him to hold off as I had just received early stage seed funding and would be moving to Boston June 1. He was at a loss for words ...and so I was. It was awkward/hilarious. After what seemed like a minute pause, we started a conversation. He shared with me his regret for not trying to make it as a major league baseball player (he was a stud ballplayer at a Division I University) while I shared with him how much I had enjoyed working at his firm. At the end of our conversation he gave me his full support and definitely understood why I was doing it.

Dissimilar to many of the people out there, I don't hate my job or loathe my coworkers, I just wanted to try something different - something I'm excited about every time I wake up in the morning.

Trying to launch a startup while having a real job (and in my case another side business) is just too much. I was spread too thin.

So I guess to formally answer your question: the urge to try something different and work for yourself regardless how good (or not so good) your current situation is.

My boss wanted to be a photographer, or run his own mortgage company. A) seems out of the question for him at this stage in life but B) might still be possible.

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