Just curious, why Portland?
Compared to SF, the cost of living is far more reasonable for experienced folks that have or want to start a family.
The area is attractive with a lot of natural beauty, mild weather, and lots to do.
SF is only a short plane ride away to meet with VCs and angels, and you're still in the same time zone as them.
The business climate seems better and the government is pretty amiable for new businesses.
The one thing it still lacks is diversity. Seattle and SF are still far better in this regard.
I would think saying "I want to live somewhere where everybody is different than me" is almost as bad as saying "I want to live somewhere where everybody is the same as me"