Who in my city should I contact to determine if I can legally convert my property into transitional housing?

thanks - the above average properties will be seen and snapped up ...if interested in buying another property - get  pre approved so you can be prepared  to make an offer if a good property becomes avaiable - good luck 

However, beyond giving this group an opportunity to do the right thing (I responded with appreciation for the transparency, the only 2 questions we're allowed to legally ask, and a gentle reminder that we are a dog-friendly property and it's a minimal cost of $20 per night), is there a better way to handle this?

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

If you're looking for FL attorneys that specialize in private money lending, I spoke with two this week - Jennie Farshchian at Farshchian Law and Michele Diglio-Benkiran at Legal Counsel PA.

An IRA is a separate legal entity, different from you. 

Meanwhile these same service providers don't explain the legal process which ties into how the insurance coverage truly works let alone explain how to utilize additional insured status, indemnification clauses amongst many other tools at your disposal  because that is not a profitable business for these service providers to be in.

There also might be other legal/insurance considerations you want to factor in as others have pointed out.

It looks like my area is approved for that.

So eviction is the next step which will cost me probably 6 months of rent plus legal fees.