This is a spin-off on the Florida/NYC thread. Feel free to add locations to this thread. Another alternative I thought was a likely spot is the Washington DC area. The singles scene cannot be beat with all the different colleges clustered together, UMD, Georgetown, American U, Catholic U, Howard, etc. Its about ten degrees warmer then NYC which makes for long falls/springs, mild winters although the summers are very humid and generally hotter. As for business opportunities, there are many. You have the headquarters of the federal government right there and many companies that are based around the area. Lots of wealth and power concentrated right around the DC area with all the politics and such. As for culture, DC cant be beat as there are many historical landmarks sitting right there. NYC is a 3+hour drive away or one short plane flight. Finding a place that is more economical to live (then NYC) should not be challenging. Personally, I would probably choose to live around one of the colleges if given the choice. Lots of young single women around the college campuses. The finest NY Jewish women can be found right at the UMD campus. Like anyplace, there are some crime hotspots around the DC area, but you will soon learn where to go or not to go. The overall atmosphere of the Maryland/DC/Virginia area is laidback when compared to NYC. No heavy attitudes or rat-race street atmosphere. The transit system in DC cant be beat. You dont really need to drive around the city, just take the train. Another choice is a foreign location such as the Philippines. Although some of these third-world locations may have some negative factors associated with them, there are other factors that make up for it. The two greatest factors is the ladies and economics. In the Philippines, there is no shortage of ladies. They all go wild for American men (and their cash). It is possible to have a different woman every night of the week without having to go the old-fashioned NYC way with bar-hopping and computerized personal services. You can have a personal maid for less then $100 a month. A high rise luxury apartment in Manila would go for hundreds per month (not thousands). For the price of rent in NYC, in the Philippines you can have the following: 1. A different woman every night 2. A high rise luxury apartment 3. A live-in maid and driver/security guard 4. Lots of cash left over to burn and travel the entire island Dont forget, there is only one season there all year round.