In my area you dont apply as  "Landlord" once you have a section 8 tennat application they inspect your specific property to make sure it meets there standards. 

So I think you should try and sell it the way it is.I will say after much study and chatting with a dozen lender, no one will lend more than comps show on a working STR vs a standard home.So list the house as a house and then work out a deal on the furnishings etc.

If the rents are equal to that or greater its fits under a standard DSCR 1 to 1 ratio or 1.00%.Example $280K purchase 20% down $224K loan at 6.99% $1,488.77 P&I.

I can get coverage through Texas Windstorm Insurance Association (TWIA), but they would not insure without a new roof that meets their standards.

SE FL is a bit of an anomaly however as we have a lot of international investment. 

The goal is to identify undervalued properties, renovate them to high standards, and sell them for a substantial profit.

My experience has been that they're trying to centralize management and decision making, but its just as difficult for local internal employees to get answers from those centralized locations, as it is for those of us outside of the company.

This is a pretty standard ACH hold period. 

While living in the property, after expenses, all of my properties have operated at a paper loss with standard depreciation.

Hey CJ, I definitely don’t think you should be lowering the standard of good service.