I then submit the order and within a couple business hours they give me a quote back, if I approve the quote everything from multiple websites is ordered and shipped where I need the items to go.  

Best wishes on righting your ship.

The window must have a net clear openable area of 5.7 square feet (5.0 square feet if ground floor), a minimum openable height of 24 inches, a minimum openable width of 20 inches, and the bottom of the opening must be within 44 inches of the floor.Size: The room must be at least 70 square feet, and no less than 7 feet in any horizontal dimension.Lighting & Ventilation: A natural light source (window) of not less than 8% of the floor area and natural ventilation (openable window/door) of at least 4% of the floor area are required.Heating: The bedroom must have heating capable of maintaining a minimum room temperature of 68°F.Smoke Detector: A smoke detector is required in each sleeping room.While a closet is expected in most bedrooms, the International Residential Code does not actually require a bedroom to have a closet.

I have been working with DVG Realty and they have been great so far and I know they are capable of handling any type of tenant.

More likely, it is an inexperienced sponsor raising money from inexperienced passive investors (and experienced ones that opted to take the risk on an inexperienced sponsor) who got in way over his head and had no idea how to right this ship. 

You don't have enough cash and your plan is to borrow money on a project for which you are not capable of developing a realistic scope of work and budget.

There are protections under MD Loss Mitigation Laws already afforded to those who are 60 days past due on their loans, and to those who are not capable of comprehending and consenting to sign a contract,  but if you go to an ADULT who owns a home and who is not in pre-foreclosure in MD and has his mental faculties INTACT, then you can make an offer (which should be for the wholesale value minus a fee you will be adding to your assignment agreement), and it's perfectly legal thing to do.

I live in Key West so a STR or a fix and flip would probably take up more time than I'm capable of putting in.

Must have a smoke detector in bedroom.If you're not on town sewer is the septic design capable of handling the "extra" bedroom? 

But how many people actually run a tight perfect ship in compliance with every single law, rule and regulation?