I've been to Portland once for work. It was a nice city, I didn't see as much homeless as I would see on social media.
One thing I will always remember. There was a naked crazy guy screaming on the crosswalk at cars. If that happened in Atlanta, people would be like "WTF" and not get anywhere near the guy....they would be scared. The people in Portland didn't even acknowledge it (except the cars because he was blocking traffic). They were just walking by him like it was normal. Didn't look at him, didn't stare like I was....just casually walked by him carrying on with their day.