Since most properties on the market here have inspections and a disclosure packet up front, it will be difficult to get those documents without MLS access. 

Definitely not doing the work myself so it sounds like resale value won't be impacted if I have a licensed person fix the issue and provide evidence/documentation that it was done correctly.

The lender has a duty to track their loans and recorded documents are notice of the change in ownership.The most serious problem is when a "kitchen table transaction" is used and not-recording the deed is used to intentionally hide the transfer. 

And in most cases, reading a receipt and knowing which property/my management company it is tied to (done automatically by separate accounts linking to my software), even if I don't do a very good job documenting, I have enough to go back and justify almost any expense.  

An example, a small down payment initially, but the note has now seasoned for 60 months with on time payments documented by a third party servicer.

But I was also sent a document stating that a county housing assistance program was guaranteeing the tenants security deposit (which was accepted by the current landlord) but not for the full lease term because the tenant is no longer receiving assistance and that the guarantee would only be until 2/2025. 

SBA lenders underwrite to the tax returns, so if those don't show a profit (at or least a profit after reasonable add backs), you likely don't have a deal.2) Lack of documentation - SBA is doc heavy.

His documents are comprehensive & they make up the majority of the ones I use in my business.

I had a few tenants e-sign 6 documents with multiple pages in a couple minutes and realized they did not read any of it! 

And, you need to cure your liability (you cannot use a city easement without obtaining a Grant of Easement from the city - a legal document to be filed with the Clerk of Court).You've done everything you can to mitigate the damage to your home and I applaud you for it.