Sober living hasn't much of a foothold in NE GA from what I can tell, but there is a lot of need for traveling crews that work in specialized areas of the trades. 

It seems like every city, county, and state has its own rules, permits, and tax requirements for short-term rentals, and I’m finding it overwhelming to navigate all the different layers of compliance.For example, some places require business licenses, transient occupancy tax permits, or even special zoning approvals.

One thing that stands out is that they all have specialized and focus on a niche. 

Trying to get myself out there but I know this is a really special community to be a part of.

A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

From the little I know of San Antonio (I am a wholesaler who specializing in selling STRs nationwide) its not a super hot Airbnb market but the amount you expect for rent sounds pretty conservative. 

Brent Mendanhall, director of special operations....wtf does that even mean?

well as I posted last week Oregon is now going to require wholesalers to be licensed they have carved out a special license for this activity.. those wishing to continue to wholesale will need to do full criminal and get a bond.. some will not qualify as they have bad backgrounds or crappy credit.

I know a friend who is an attorney, although they don’t specialize in housing law.

That would make is more special and a no brainer IMHO.