The question is would you or other investors be interested in paying for a service that facilitates all of these payments on your behalf so you don't have to worry about the hits to the credit or the change of servicer? 

Your post here, while I have not gone through the link's yet, seem's to squarely hit the nail on the head.

This hits home, especially for anyone just starting out in real estate.

Quote from @Reeti Peshawaria: Hi, I'm in the process of learning about short-term rental investments and analyzing potential markets, but I’ve hit a major roadblock: understanding local regulations.

Learn how to cost-efficiently furnish everything for the space, and take a risk on MTR.

Maybe go prepared with a spreadsheet of fix up costs prior to just hitting her up with that.

The key takeaway was timing...selling each property in a way that allowed him to hit the 45-day identification period without rushing into a subpar deal.In your case, with SFHs in Jacksonville and Ocala plus that duplex in Port Charlotte, I’d look at where each market stands right now and figure out if there’s a single buyer who’ll pay close to fair value for the whole set or if you might do better by splitting them up.

For the average buyer, sooner or later you are going to hit a wall with your DTI.

-If you can find the room in your floor plan for a pantry closet next to kitchen, that's a hit. 

Still looking to build my core four to hit the ground running in this promising market!