Technically, you're going to have no problem as long as your lender can operate in Oregon, although having someone familiar with the area, norms, and players won't hurt.

I had the same problem as well.

And for those who refuse to change, 2019 is going to present a problem… a big problem.Drones, Millennial buyers, third-party listing websites, and virtual tours make it increasingly difficult for stubborn agents and investors to increase revenue.

This should not be a problem, a professional property management will take single  properties. 

I seriously doubt that it's as big of a problem as you think it is.

You could change the locks and give her a key,  it means you need to change them twice but if something occurs in the interim and you don't have a key you have a problemAs for showings once you have a key,  let her know you will give x hours notice (per law ) and show unless you hear from her it is extremely difficult for her.

I seem to have a problem. A

This is the time to be sitting in his office with copies of the CCRs, insurance policies, denial letters, City regulations, etc and asking him to get you out of this problem as fast as possible.

I don't think there would be a privacy problem as long as you posted a notice re the presence of the camera. 

I live in RTP as well and had that problem a while back.There are various strategies you can utilize, but which one is the best, will depend on your goals (short or long term).