By doing this, you have some semblance of control, you learn and your risk by working with an experienced partner becomes less (of course after vetting the partner very carefully)

It is good to have tenants pay for their utilities as they may care more about waste but all things being equal - a tenant is only going to pay $XXX a month for rent. 

If so I would just be careful. 

I would suggest putting the attorney meetings and health care worries on the back-burner until you buy property and decide it's for you.

who cares what she wants !

I have a bunch of class B properties and I can tell you that my tenants don't seem to care that what type of door to the yard they have. 

As an example, I invest around Baltimore City, and I'm happy to look at supply data for the city and surrounding counties.On the other hand, if I'm investing in a small market, I might care about one little town, or even one part of a town. 

My understanding as long as the VA loan is being used for your primary residence they don’t care if you have another property with other financing as long as you qualify.

@Tanner Marseyto answer your question if you want to hold onto the property I would absolutely do a HELOC borrow against it and invest out of state pay down the HELOC and do it again keep doing it and building your portfolio if you don't care to keep the property sell it 1031 exchange it into other property that generates more income that's what I would do

Do I care if he has a roommate as long the rent continues to get paid...in essence allowing him to sublet?