I think there is a 24 months window or so for this opportunity. 

You have a three (3) year window when you move out of the property in order to sell and close on the sale and take advantage of your 121 Exclusion. 

So, if a DOT is executed and recorded during that 15 day window the borrower technically had legal title when the DOT was executed and recorded.  

Look below this Window, and you will see a list of names of people that have posted in this thread.

Additionally I am sure there are huge possible liability concerns if the tenant is injured while putting up the hurricane shutters.There are many different types of Hurricane shutters from the panels you fit and tighten, the accordion, roll down for sliding glass doors, and impact windows.Depending on what story the window or door is located on and your budget will ultimately determine what hurricane mitigation device you choose. 

Make sure you account for vacancies.Are there any major capex items like roof/windows that need to fixed?

It doesn't have central heat or air, just gas space heaters and window ac units.

The other problem is that your window for finding new tenants is very short (2 months).  

I have no legal obligation to the first buyer's agent, but if I had, that 7-day window would irritate me. 

For downstairs, there would need to be a kitchen added but there is one bedroom with a room that could be added with an egress window.