It wouldn't hurt to hold onto some properties for the long-run and treat them as rentals year-after-year.   

Most wannabe squatters are just treated like trespassers and are arrested. 

I treat them well, I provide good safe and clean houses and as a result….people stay!  

It is always more difficult to end business relationships with friends and family but you can't treat these working relationships any differently.

Treat people right and they will do the same

As long as you treat tenants with respect and own in at least a B- location, you should avoid much of the headaches you see in the headlines. i would suggest getting connected with the Salem REIA and start networking with folks there to learn more about how to be successful in your area.

The next bit that non Property managers don’t realize is that due to Fair house in laws, we have to treat every application the same weather it is a single family home, or condo, Townhome or apartment.  

I treat my tenants like they're tenants.

After 10 years of hosting, I don't spend much time each month on my 4 STRs, but newbies who like to watch their cameras, obsess about a lot of (often unnecessary) details, and pile on a bunch of tech (channel managers, dynamic pricing tools, etc.) all at once will spend MUCH more in time, and that's worth something for sure.You made a great point about treating time as an important part of my analysis.

How's Alaska treating you?