I had bids come in to clean the building out and they were 50k plus.

My property manager then sent another technician who said the gutters need to be cleaned and recommended installing leaf guards around the entire duplex, along with larger downspouts and overflow guards, for a total of $3,013.

@Ben EinspahrHouse hacking in Denver metro areas involves lenders reporting rental income on Schedule E, accepting 75% of STR/MTR income from lease agreements or appraiser's estimates, and requiring additional proof via tax returns.

There is a product you can use on flooring that works well (rejuvenate)-try that first.For most things it is the actual cost (eg cleaning) or depreciated value (eg flooring replacement). 

In every case that we have been involved in; the Tax Claim Bureau does a title/lien search to determine the distribution of excess funds.

Like Michael said, I would use a cleaner once a month to clean or biweekly, restock the common area items (like TP, dish soap, etc), and sign up for routine lawn and snow services.

How do you know your ownership is clean?

Operating Expenses:Consider all the costs of running a B&B and event venue—staffing, cleaning, maintenance, utilities, insurance, marketing, and supplies.

To attach the deficiency judgement to the primary residence, did you have to show some kind of conveyance or involvement of that property in the traceability of the funds, or was it just a blanket attachment to all assets?

If they know and they are okay with that, that is one thing, if they don't know, that is very different and it requires a far different approach.Is the seller still involved?