BUT we do not have to save the property while we process the appeal.

But ya have to make some educated prognostications in life.Add this to the information your processing - What your talking about doing is eliminating around $4000 or interest expense (which is deductible anyway so really could be a real impact of eliminating $2800 or so) of debt in exchange for paying over $10K in capital gains tax (don't forget possible state gains tax as well).  

So would it be smarted to hire more of an "assistant" to manage everything and be a little more in control of the process and procedures?

@Sean Anthony to us, this situation is really no different than a nonpaying tenant.We try to work with tenants, as "life happens", while keeping pressure on them by moving forward with the eviction process.

Ultimately it is either a long process to get a check/fix, or they deny the claim.    

What is the 20% processing fee?

You’ll need to handle inspections, work with housing authorities, and make sure your tenant screening process is solid.

These platforms can streamline the rental payment process, providing convenience for both landlords and tenants.For you as a landlord, such an app could offer features like automated payments, tracking rent history, and direct bank transfers.

Since getting started we have learned a lot and have built quite a few systems and processes to increase efficiency and maintain consistency within our business. 

Where are you with the city required Certificate of Compliance process?