If you did in fact sign and send in funds directly to the direct ownership entity and they then placed you in a feeder fund structure, it would likely trigger GP liability. 

Traditionally, DSCR loans that allowed STR have always wanted DSCR to be calculated on long term rental rates OR 12 months of actual performance or some heavily hair cutted version of Air DNA and all of these products would price gauge on rate.

I’m having a bit of paralysis when it comes to actually pulling the trigger on any deals.

Does quit claim deed into an LLC trigger any title tax?

The problem if you quit claim the property from you to the LLC you may trigger the "due on sale" clause of the mortgage.

So I appreciate your perspective here as I make a decision..And the reason I wanted to transfer it to an LLC now instead of after the 1031 is complete is mainly precautionary, because I have approval from my lender now to complete the transfer, whereas I'm not sure if my future lender for the replacement property will allow it and decide to trigger the due on sale.

If you do pull the trigger, I would float the rate until closing and keep a pulse on the 10yr note.

If you've educated yourself and the numbers make sense, pull the trigger before someone beats you to the deal.  

He will tell you, INTER ALIA, that you want inspection, financing, attorney review, title review, insurance, environmental, and survey review.Second, get a GOOD home inspector lined up.Third, get your banker lined up.THEN you can start looking.Also, keep in mind that backing out of a contract must relate to the contingency being used, and can only be triggered AFTER a good faith effort comply with/fulfill the contingency.

Still probably won't pull the trigger---hurricanes can really kill your cash flow for very long periods...but will think about it.