Find an architect who specializes in this type of work, and who is very familiar  with the building department

Eric, First, Good idea on searching for a realtor specializing in STRs.

I am the VP of OmniKey Realty LLC and we specialize in working with investors to grow their real estate portfolio.

Here's the bigger lesson I learned: If a tenant asks for special considerations, or reduction of fees - those are ALWAYS the ones who are the problem tenants.  

I think what you’re referring to is a checkbook IRA so you can bypass the custodian when performing transactions/investing and all assets/accounts will be held in the name of a special purpose LLC or Trust which is the instrument that gives you checkbook control.  

A special committee was formed last year, and was to hold 6 non-public meetings and then send their finalized recommendations to the commissioners in November.

You want to find a lender for this that specializes in STR financing!

I am expanding to more specialized Airbnb this year.

Connect with a local architect who specializes in new construction duplexes and get their feedback on the highest and best use of the land, as is.

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.