We take ethics classes, and continuing education classes, and constant training to stay up to date with rule changes. 

And in all cases this for us is a combination of our amazinb cleaners and handymen.We have found most guests are pretty understanding, and if it's something that impacts their stay we will give them a gift card for breakfast or dinner with an amount that reflects the amount of the inconvienience.True emergencies are fire, flood, or blood.Hope that helps!

@Ben Stanley I stayed up late after dinner & spent weekends on my computer, scouting neighborhoods and attend RE investing events.

All I can say is stay away from Logic PM.

Should I notify him directly, or is it his responsibility to stay informed? 

Put out a home that guests want to stay at, and Airbnb wants to put out in front of guests.In addition, become a Superhost, get your property to be a Guest Favorite, and great ratings and reviews.Hope that helps.Mike

I would do 1 as once  I use it and then pay back I can get better line of credit .Also it stays off the personal records

She eventually got a new boyfriend supposedly but I never saw him there and as far as I know he didn't stay overnight and I never saw his stuff there to worry about adding that person to the lease.

Agree with Jay. we are not at all familiar with Oregon (or Washington) and stay out of those states as they can be challenging. 

Analyze deals, talk to lenders, and stay patient.Good luck!