[GoNative]

I guess it all depends on how concerned you are with 'fitting in'.
As I've said previously, where I live there is a thriving expat community and most of the Japanese I interact with on a regular basis speak good english and have lived overseas previously. I've only ever worked for foreign owned companies here that have western workplace cultures.
I never came to live in Japan because of a love of Japanese culture, I came for a love of Japanese powder snow. Niseko is really not like living in real Japan and frankly that's another reason I love it so much.