After we purchased the building, she never cleaned the building, so we cancelled her service and asked her to sign a letter, stating if she didn't move out by end of May last year, she will pay $650 for her rent.

She is claiming it is a service dog in training. 

That way you can legally receive compensation for your services and better yet, you’re well positioned to list/buy properties for family/friends going forwards.

There are strict percentages and when it is placed in service matter as well. 

So far I have 1099, Advertising & Marketing, bank charges & Fees, Capital Expenses (for remodels) Car & Truck, Contractor, depreciation, donations, Employee benefits, insurance, interest paid, inventory assets, job supplies, legal &professional services, loans/points, meals & entertainment, office expenses, Rent & lease, repairs & maintenance, salaries & wages, taxes & licenses travel, utilities.

Will definitely reach out to a few architects to check pricing, services offered, as well as availability. 

The second issue I would have is, if its not REO already, the likelihood of a servicer dealing with you directly as a buyer/assigner is slim to none.Nothing in your scenario is unique or creative.

@John Vietmeyer You can deduct expenses only when the property is placed in service. 

The snow removal company has approached me about payment for services subsequent to the sale and transfer. 

A friend of mine does co-op mailers on these giant postcards using every door direct mail from the United States Postal Service.