You've got ADA, FHA, and the Oregon Department of Agriculture issues. 

Link to article about Falls Event center founder that recently went under & is facing major legal issues.

STRs also avoid automatic classification as passive if rented for seven days or fewer per tenant.To maximize tax benefits, maintain detailed logs of all hours worked on activities like tenant communication, cleaning, maintenance, and marketing.

Note that Sec8 comes with added costs & issues due to bureaucracy and state of the HUD departments in the area.

That will be an issue if you change it to try and make it contingent on financing.

The handyman would reach out to the tenant to coordinate availability, then coordinate with you on the issue and fixes needed.The Smart locks are a game changer.

We’ve only foreclosed on a few properties, all without issue, so I’m uncertain what qualifies as 'airtight,' Jonathan.

And, the best you have given is that you want $4k because they didn't communicate to you in a timely manner?

@Stuart Udis I understand the importance of having the funds for repairs, vecancy and any issue that may happen.

@Andrew Self there are attornies you can hire to resolve your credit issues.