Thankfully the correct answer was given by Charlie above. 

You have signed the lease and accepted his deposit and cashed it, correct?

Asking in the correct forum will get a better response.Need a spreadsheet or form?

Will the case worker share whatever I communicate with tenant therefore making a difficult relationship potentially worse?

They typically communicate that they will be late and do end up paying the full rent plus the late fee by the end of each month.Unfortunately, we've reached a point this month where they submitted a partial payment at the beginning of the month and have now become unresponsive and have not paid the monthly balance.

Plus great communication with guests.

Hostaway runs at $150/mo if I am correct plus like $8/mo or something like that for nightly rate management.

This new structure has come with many many headaches for me, the prime one being there was absolutely zero communication with owners like me about the change.

If you're going to buy it from the seller subject to the existing mortgage then yes, you need the correct Subto documents. 

Erin, you are correct!