I work with New Western, and we specialize in sourcing off market properties that are great for flips, brrrr, and rentals.

@Conte Cuttino, I am having trouble following you numbers, but if you are making $664/mo in truly free cash flow after all vacancy, capex, maintenance, etc reserves are met, compared to your $107k profit after all commissions and taxes are paid, you are really only making 7.45% on your money.  

To start off, yes, I would analyze a duplex just like how I would with a SFR.

Hello Everyone Im writing this post to see if theres any thing im missing in my thought process.

As the home sits right now it will cash flow about $100.00 to $150.00 a month if I self manage it due to tax hikes and the homestead tax credit not applying after it becomes a rental.

Welcome to BP, first off.  

Anyone can suggest in Florida, Tampa or Orlando area that does tax strategies and asset protection.

Your writing makes it sound like the latter which means they are in fact late every single month and just found a way to avoid late fees.

You can even just re-write your new lease for their same rate of rent and expiration date, but with YOUR terms and conditions that apply to you being the landlord.  

Those are probably the biggest pieces, the rest is talking to other investors, surround yourself with these folks, build the relationships, run the numbers, get comfortable with the numbers, and start writing offers.