Sounds like you made some really good investments Rodger.

Doing a high-quality maintenance job by myself for a fraction of what I know I would have to pay a local tradesman (whom I am also sure would do an inferior job, sometimes an unsound job, as a matter of course to maximize his profit and minimize his time expenditure) also gives me immense satisfaction.Finally, I live in a city where outdated yet sound properties in passable locations can be had for very little money, fixed up for minimal cash outlay (as long as you do it yourself), and rented for competitive rates. 

Sounds like you've got a solid plan for building your investments.I don't want to contribute to your analysis paralysis, but if you haven't subscribed to the Bigger Pockets podcast yet, I can't recommend it highly enough.

Here’s some more info on the process: https://www.nolo.com/legal-encyclopedia/eviction-notices-nonpayment-rent-florida.html(Sounds like the appropriate first step is the 3-day notice.)

May sound stupid, I am quite green still, but any recommendations on where to find sample contracts to get an idea of what I'll be dealing with?

So that sounds doable.     

And that is the combination I used over a period of 7 years to take a duplex in Denver into a Long Island Sound Movie set and vacation rentals in FL and slowly turn those into primary residences which were then sold for the sailboat we lived on for a decade. 

@Patrick Mosca it does not sound like you are in a hurry. 

Sounds like you have made a considerable investment in your project.

Sounds like you've got a solid plan for building your investments.