I do not post any personal information or elaborate other than to say I won't ever rent to them again and this is how much is owed.Your results may vary.

First time to use the Jump To Category drop downs, very cool Josh!

There is nothing you could do worse than vary outside of your original plan, including the money it will cost you.

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By your account, you would fit in to the Newbie category and I believe many of the "experts" on here will tell you that you're playing with fire by looking at properties so far removed from your backyard and not have the knowledge and plan to be doing so. 

It varys.

Some taxing jurisdictions just require ownership and occupancy as your primary residence, but what they will accept as proof of your claim may vary.  

You will get varying answers from place to place.

For the LLC legal issues see a Virginia attorney as these liability issues vary slightly state by state. 

The price sensitivity of each tenant will vary and as you approach or exceed +$100/mo, the risk goes up.