They had been paying those extra taxes for ~10 years since the last tax reassessment.

Yes the Class feature Cost a bit extra which is a bummer bet the support for it is amazing, and it is easy to allow access for Tax Accountants to pull the reports they need rather than my clients playing middleman. 

What are you hoping to get out of the extra time, work and costs of having the LLC?

Basically, "wholesaling" is no longer permitted. 

Setting up direct bookings is a great way to save on fees, but you’re right—it requires extra effort to ensure everything runs smoothly.For vetting guests, start by asking a few questions when they inquire, like the purpose of their stay, how many people will be there, and if they’ve stayed in short-term rentals before.

If you are a Dr. who is investing for extra returns and do not have a worry about Capex then invest the $300.

Trouble with cities on permits?

I plan to pull a standard lease agreement from the Florida Supreme Court website and review it with her next week.I have received a new job opportunity where I will be making an extra 40k annually and must move out of my home quicker than I initially expected.

If you have a D property in an A neighborhood, then it's likely vacant and ripe for rehab, or already purchased and awaiting permits for rehab (or tear down).

Since you can’t do a formal inspection, a detailed contractor walk-through and phased renovation estimate are key.Have you considered checking city records for past permits to uncover any unaddressed issues?