But usually for a tenant occupied it's like $90-120 per monthI've noticed a lot of multi-family buildings are pre-WWII housing inventory - are there restrictions or issues common with that (historic districts, crazy high utility costs, etc)?

Don't feel the need rush the process and choose the first one that comes through.

First of all, a multi-year lease should be a hard "no" even if it was a perfect tenant.

I've read a few of the BP books written by Brandon & David Greene and they say something similar to choosing a PMC.

Once you have a shortlist, sign up for an account with each one and test them extensively to see how they function.

It's an extremely clear lease clause, tenant gets discount based on painting of rooms landlord chooses.

Originally I was planning on buying a multi family in the area I live in, but after reviewing my lease, I’ve found that I really can’t break it and I have 8 months left on it.

Any thoughts on how to choose - what metrics to evaluate, resources to read to help? 

They do everything for you (payments, taxes, insurance coverage) - the website and app are easy and functional and you can vet your guests!

The Rental Owners Association of Lane County has a membership of over 1,300+ rental owners, representing over 20,000 rental units(from single family to multi-story complexes).