I was in Portland, OR in February this year.
It's a wonderful city. It has really good public transport, a huge huge bookshop, good beer, friendly people, and diversity and tolerance in spades.
I even jumped on a city shared e-bike for a trip I needed to make which would have been annoying on the buses!
There are a lot of homeless people, yes, but as far as I could tell that was because of the tolerant city not forever moving them on, not because it's a bad place in any way.
Leave PDX alone!