You need to do a cost-benefit analysis to determine if it's worth it.  

STRs also avoid automatic classification as passive if rented for seven days or fewer per tenant.To maximize tax benefits, maintain detailed logs of all hours worked on activities like tenant communication, cleaning, maintenance, and marketing.

The meet up I went to a number of times in San Antonio was more for the benefit of the owner of the meet up.

The goal here is to align with investors and educate them about the benefits of long-term strategies.

It doesn't sound like that has happened here because you keep saying you want to transfer it etc...essentially you want to give them the property, because right now today they do not own it and have not completed AP...you're doing their job for them. 

Boots on the ground is hyperlocal, and what you're looking for is essentially cheap labor that can open a door when you need it.

FL has a ridiculous number of low-value properties, everything from essentially campers on 55+ lots to MH parks everywhere to run-down shacks in much of the rural areas, all of which is going to drag down the average premium.

If you're only really working your local market, and mostly driving for dollars, and want essentially a 1 stop shop that can do most things pretty well, then Deal Machine should work for you. 

In other words, you will be taxed twice on the money that you do take out essentially. 

Regarding the payout inefficiencies, I remember the nightmare that some folks were experiencing with state unemployment benefits during Covid.