I will say right away that I am a true urbanite that was genetically engineered to hate every place of outside of Manhattan. Also, for the past 6 years I was battling some health issues and was pretty much living in the hospital so there wasn't much choice in terms of residence. So, be nice to me, I am a bit out of my depth. I don't even know anyone living outside large cities. It's a situation that some of you might remember from your college years - you pick up a girl in a bar only to discover that she lives on the other side of town. I had a preliminary but a pretty serious conversation with a largish fixed income fund, to do the stuff I do now but with more capital and some equity ownership potential. The mandate is a bit broader too and so on. There is a big BUT there, of course - they are located in Boca Raton, FL. According to the hedge fund partners, it's an awesome life style, but they are both locals that did a stint in the city and decided to go back once they opened their own shop. The other added benefit is that (at least from what I hear) the tax situation is much nicer in Florida. The negatives are pretty clear - I have to move to Florida, live in a suburb. I have not driven a car for the past 15 years, as a matter of fact. Are there any urban people that made that transition? Any advice (both positive and negative)? Happy to hear other thoughts too.