Of course there is a lot of subjectivity. For me, I'd operationalize bad weather as anywhere where the temperature regularly goes either below 50, or above 85. So for me, where I live is incredible, as it stays between 55-80 year-round. When I want the snow, I can go for a weekend and then come back to normal. As for food, diversity, and culture, you would get very few arguments of anyplace over San Francisco besides maybe NYC (but again, the weather sucks).
As for the CAPIC/career decisions, on that we are in total agreement. And if I was earning the median salary for psychologists it would also make things feel tighter. That being said, it's a question of priority. Owning a large home takes a major backseat to other factors such as the ones I've mentioned. So I totally get the infatuation with California and I think the high (some would call insane) cost of living is justified and merely a toll for living in this beautiful land. But as we agree on, to each his own. My closest friend lives in Montana, loves it...I don't see the appeal but he sure does.