You seem to have done a great job with this property so far.

A great way to get started if you currently have a W2 job is to buy a house hack like a duplex or a fourplex where you can move into one of the units and continue to rent/manage the other units.

Anything past that might feel weird.Good job going to your first one, that is a great step that too many people miss out on.

I invested in Jacksonville, FL, because my old job would fly me there multiple times yearly.

They’re buying themselves a job.

I work outside of the US (Hong Kong), making slightly north of 100k per year, with scheduled salary bumps of approximately 4k per year. 

You've done a terrific job of detailing the components of each program.

From the videos I watched and everything I read I think RESimpli does a good job of that.

So, if you have 10 units and you are going to pay $1,500 a month and you are working on an active income job, too, this is an easy switch due to the labor mentally and physically (even if it is just phone calls) to get these rentals running as a well-oiled machine.  

Traditional loans are debt—you borrow money, take on a repayment schedule, and owe interest, regardless of how the property performs.