I would consult a lawyer and listen to his advice but where I would try to direct this is the lawyer write letter to HOA that they do not agree with the HOA interpretation that the current CC&R does not allow STRs.  

And also any lawyer recommendations in Oregon that have written up the bylaws and set up the HOA for said Condo's.

I'd been hoping to not "go overboard" since it's just an owner-occupied house hack in a SFH so it sounds like I *could* keep things simple.This isn't so much about the software but I saw you're active in LA; did you find that the templatized leases via KeyCheck/Rocket Lawyer suited your MTRs? 

I have contacted a HUD counseling representative and am also waiting on a response from them.

We represent THEM and THEIR interests, not ours at the end of the day. 

I called the Nevada Secretary of State office, and the phone representative confirmed that I called the right place to field questions about a Nevada LLC, yet they weren’t equipped to answer my question.Does anyone have some insight?

It represents allocation of the sales price when they sold this property later on.

I'd love to help you and represent you as a licensed agent in NC, should you be looking for a similar investment property.

Highly recommend getting in touch with a good landlord/tenant lawyer that specializes specifically in CA. 

Based off our lease agreement, my lawyer says that it is the responsibility of each tenant to repair their own space.