Never been much of anywhere especially Portland but...

Portland, and Oregon in general is stereotyped as quite Liberal and Progressive.

Pittsburgh being the child of heavily unionized industry, is very Democratic. Might make you feel at home.

The weather here kind of sucks. I think we set records for the most cloudy days. Not a huge problem if you take a lot of Vitamin D. We put SAD in the medical books (Seasonal Affective Disorder). Oregon is further north I think and so it might not be a big change.

We aren't in the national news for bad crap much. That's a plus.

If you are into cultural stuff we have a good Classical music station, The Pittsburgh Civic Light Opera is rather famous, and the Pittsburgh Symphony Orchestra won some nifty awards lately.

Me personally, I used to attend Rock Concerts at the Civic Arena, and other venues. The Arena is gone but we do get major billings here all the time.

Ah! It is what it is. I'm a lifer, already bought my plot in Monroeville, so I guess I'm here to stay.

Food

I tried to find links and just couldn't find a definitive one , but do a YouTube search for Rick Sebak, he is like the official Pittsburgh documentarian. You wanna know about Pittsburgh, he's the go to guy.