What if.....Question is what is your money doing for oyu right now and do you feel you can make more in real estate than another asset class - that is the question you should be asking yourself not what is going to be this or that as its impossible to time the market.

Without having another deal in mind, it is truly impossible to concretely answer your question.

While it’s true that getting a second conventional loan immediately can be challenging, especially if you’re looking to maintain optimal financing terms, it’s not impossible.

The tenants I meet often say same thing, that they would never rent from X PM as they are impossible to reach.   

You are cash flowing in a house hack which is near impossible right now.

Saint Pete proper (city limits) is a 30 day minimum but as you indicated IRB, Seminole and some others jurisdictions like Largo etc are legal.  20% CoC is tough, but not impossible. 

Since then there has not been a major crash so it is impossible for a crash like that to ever happen again.

Not knowing all of the details it is impossible for me to say. 

I'm also in a state where it's impossible to collect from past tenants, so the request was rather pointless.

But when using property managers its almost impossible.