>>135068651. Because big cities are commercial, diverse areas and Japanese businessmen are more welcome there than the Midwest.
2. You do realize the very first two regions were based on semi-metropolitan areas in Japan. It's just that in later games they had the liberty of being more elaborate with them. Given the chance, they could have extended that benefit to HGSS but they probably worried about changing the experience/layout far too much.
3. New York is getting a bit progressive, but the city's still assertive as ever. If you want whiny, try California. The reason why New York stands out is that it's got shit that makes Japanese creators hard for their idea of what America is. That's why Kalos is being based on France, same fuck reason.