Where every member has certain amount of influence.  

In addition you can identify a property that performs better as a rental as yours most likely was purchased as a place you would like to live in and not what works best as a rental property.

Main house performing mostly cosmetic renovations What was the outcome?

How is one able to do data to see how other STRs are booked/performing in that month?

@Evan Loader, I am guessing you have already explored the guests on podcast routes, as particularly within the BP "sphere of influence" that is the preferred marketing route, particularly for 506(b) operators.  

For property owners with out-of-state investments, is it necessary to keep all receipts and invoices for write-offs during tax season, even smaller jobs performed by the PM's handyman?

You have experience with good performance results (I am assuming) so that could help drive approval on a DSCR loan.Also, you could just keep saving and waiting for the interest rates to head back down.

I would be performing the work myself and essentially doing a BRRR on the home.

In Orlando, you have the opportunity to drive appreciation by buying a poorly performing, underdecorated STR at and drive appreciation by transforming it to a highly themed, well decorated property which books well.

The real issue is how is the investment performing compared to projections.