Worst part is it's on the front of the house and has a exterior door and 2 windows...

You only own it for a short time.Wholesaling -> No money, or at the worst, transactional funding for just a day or so.You can also do hard money to buy a buy-and-hold property, fix it, rent it, then refi into conventional or commercial loans.

You should assume the worst case minus structural.

Not to the worst BUT close enough!

Trying to predict worst case scenario

I guess worst case I would get charged with fraud and the loan would be called due.

I have found the FL insurance market the worst in any state I have ever invested in, and it is one of the reasons I don't buy more properties in FL.

Once inside, my worst fears were confirmed, that my electronics and small appliances had been cleaned out.

And please use always 10% vacancy for your calculation as 5%.Calculate with a worst scenario is better as with a good one.

Expect the best but plan for the worst is a cliche but never the less true.