I'm quite not 100% on wether or not if I purchase my first investment property where I currently live (Virginia) (*which I will be*). should I also gain my license here since I'll have a property within Virginia.

The internet books  Morby the sub 2 guys the market for this is quite thin.

I do have several S8 rentals, while they are generally performing well, there is more paperwork involved in the leasing and the strict inspections can be quite a pain. 

Now keep in mind that a LOT of people visiting my website are competitors and investors copying my site you can imagine that my conversion rate is quite high.So what you should be asking is really this.

although keep in mind this narrows the field of buyers quite a bit.. 

Funny, IIRC, I believe seeing this exact property as I've been browsing their site for quite some time now.

It is pretty easy to keep it fully occupied but it does mean I turn away a ton of people who want a lease that doesn't quite fit my requirements. 

from the little I know and its only because i have brokered 50  100 unit apartments the buyers are quite sophisticated and have a lot of cash and have their lenders lined up.. 

Home Appreciation: You’ve estimated a 2% annual appreciation rate, which I feel is quite conservative.

Quite a bit more lucrative than many top US markets.