Sounds like a big fat mess! 

Yes, there's broke college girls on there looking for a guy to pay her regularly, but, there are also business women, doctors, etc, who also realize the need to trim the fat.

Lost 8 pounds of fat and only 1 pound of lean body mass in the process.

Or maybe after a few years you decide one or two are just your "problem child" and you want to sell them to reduce your headaches by trimming the fat. 

For financing, am I on the right track with who I've talked to already, or do I need be someone who throws leverage to the wind and simply keep a fat wad of cash for PP+Rehab costs in my bank account until it's time to use and simply skip financing all together?

You have two homes that are rented at 1,000 and 1,050 a month with 2 year leases.No mortgages on either home.Both houses were purchased and renovatedOne Is worth 135k wIth about 30k equity.One Is worth 130k wIth about 50k equity.Do you sit fat and happy with these two?

Wait for the right pitch...a fat pitch.

As they say,,,, Pigs get fat, HOGS get slaughtered. 

And if you find a good one you can even walk away with a big fat check at closing.

Fat fingers.