I don't feel entirely comfortable with any of those strategies yet. 

@Erich ReedAre you comfortable working with your CPA remotely?

On the other side of your purchase is almost exactly what your numbers told you it will be.5) Find a real estate agent you can feel comfortable with.

@Oleksandr IvanovskiyAre you comfortable working with your CPA remotely?

Currently have no children except for the one 4 legged fur child.

Also you can choose to join a local real estate team that has a traditional office so you can have the convenience and flexibility of technology and the comfort of one on one human interactions.

Based on what you said about the debt, the triplex is more up your alley.At the end of the day you have to do what you are comfortable with in terms of risk. 

Say large laundry basket for used towels in bathroom, or whatever the plan is.Lockable doors on the bedrooms.Laundry.Some sort of tv, workstation in the room, even of the workstation is a comfortable chair and maybe a computer cooling station that they can put their computer on and place on their lap. 

They all mainly use the same installer so it's more about which company can bests answer your questions and make you feel the most comfortable. 

I realize for some on here that is child's play, but for all us other mere mortals, it's a reminder that you gotta start somewhere.