@Kieron Osullivan That was EXTREMELY helpful, thank you so much.

Overall, the setup and funding process was extremely straight-forward and the customer service was great.  

Even if the units you tour aren't the one you eventually buy, walking around the area and getting a feel for the property types will help you be a much more informed consumer when you are ready to pull the trigger. 

(Class B built in 2003)Would there be a rate change between the recourse and non-recourse with a springing trigger?

While it’s not impossible to close in mid December and still meet all requirements of the STR loophole, it will be extremely difficult due to the nature of hitting 150 hours, having it rented for 15 days or greater and having the avg stay be no greater than 7 days and not a decimal more.

But the ones that aren't stopped right away and get a head on them, when close to an urban area, with wind like this, will cause extreme devastation. 

I have a Freddie Mac mortgage, so if I make this transfer, would it trigger the due-on-sale clause, or would the mortgage company allow it as long as I am the sole owner of the LLC?

I feel like having some good experts helping me clearly identify best practices and targets for success (instead of guessing) to be extremely helpful. 

I am sure someone has worked out the best workflows, triggers, messaging etc....

If you're not already extremely well connected, buy some index funds (or the next Nvidia - maybe the current Nvidia still?