So, as an ex-New Yorker
Pros:
-Huge frum community
-Kosher stores, restaurants etc.. all over the place
-Communities, Shuls & Schools to fit any Hashkafa
-Pomegranate
-Basil (Best Kosher Dairy place in the US in my opinion)
-mass transit system
-Lots of activities / attractions
Cons;
-High crime Neighborhoods
-traffic
-parking & alternate side parking
-Tickets are part of the annual if not monthly budget
-High cost of living
-Tuition
-The Corruptness (including the requirements by some Jewish Agencies to be a registered voter to receive assistance, and oh btw if you registered republican don't bother applying for assistance with us)
-People are rude, you don't know your neighbors, etc...
-the need to "keep up with the Jones"
-high taxes
-Cold weather, black snow in the winter. Humidity in the summer
Sorry to all you New Yorkers for knocking your city, I did wait to see if a current New Yorker would write this first ;-)