The tenant and her 2 young kids live in a one bedroom apartment and the 3 of them all appear on the lease, which is currently month-to-month with 30 days written notice by either party (landlord or tenant).We recently learned that the tenant's husband has moved into the apartment and he is not noted on the lease or any other documents.

In Oregon, I’ll be submitting myself to 150 hours of education, so that’s going to be a challenge to say the least.

As the seller, you can definitely throw a contingency to the buyer that if they don't get their documents squared away by ##/## date, you are going with the next best offer.  

I am starting my search and analyzing deals phase and your story convinced me to get all the documentation ready even at this early stage because you never know what you are going to find.

(but looks like you would for first month)...so back to your situation, which is not clean, but check your state rules and verify without the signed lease, you reverted to the month to month, so I would really document and communicate the end of June move out date (like verbal plus a follow up more formal looking letter) and prepare for the move out then and the painters, etc to come in..

Document Fees - can vary from $2,000 - $4,000 + Appraisal cost7.

If not, here is a link to the Landlord reporting form: http://www.maine.gov/dhhs/mecdc/environmental-health/rad/radon/documents/LANDLORDS%20REPORTING%20FORM%20FOR%20RENTAL%20TESTING.pdf which you will need to complete and return to DHHS Radon department.

Its a close family member and we trust them and they trust us but we'd like to get the documentation process worked out for this deal and so we're more familiar with it for future projects. 

Also, each county has its own rules on which stamps, affidavits, and other documents might be needed to record the deed.  

My point is that there are so many potentially dangerous unforeseen scenarios that could effect the two of you, that having a clear legal document should take priority in your evaluation of this "partnership".