Philadelphia has really affordable housing, culture, art, history, proximity to other great places, and someone is getting ready to host a monthly T-N-T. Send me a resume and I can get in the hands of some great places. And probably a little less winter than you get now.
Well as you know, the west coast job scene isn't the best, but I Lived in Los Angeles for about a year and it was amazing. Granted traffic is no fun, its expensive, and there are places that have cleaner air. However, there is nothing you can't do within 50 miles of LA. You can snowboard in the morning and jump in the ocean the same evening. The coffee scene definitely depends on what part of LA you end up in. South Pasadena, Glendale and Burbank have pretty cool shops. It would definitely be easier to find a job than a place like Portland; how much easier I don't know.
what are your feelings on Canada?