@Reese C. This thread is very similar to one I started not long ago. We ended up just picking Indianapolis to start in because we were tired of being stuck in analysis paralysis. We decided that our time would be better spent analyzing a specific market, rather than continuing to debate over different markets when we don't have any experience yet. I've had a lot of people tell me not to attempt a brrrr strategy out of state for my first deal, but I believe they are missing the point, or rather what my goal is. Yes, of course there is more risk, but that is what an investor does. Manage risk. Yes, we could buy a turn-key for low risk, or invest closer to home. But I want to drive two hours to my investment property just as much as I want to take a 5 hour flight to one. I don't want to do either of those things. I want to make this into a business by developing systems. Systems like "Long-Distance Real Estate Investing" and the "E Myth" teach us to develop. I would rather not make any money on my first deal, even lose money on my first deal, as long as I learned from it.
My advice is to just pick a location and start mitigating your risk by learning about that area and networking. Only you know the amount of risk you are comfortable with. I don't know about you but I already have enough people telling me I can't do something. That is the beauty of BP, it is full of people doing things I once though was impossible. You can do this and so can I.
Disclaimer: I haven't done my first deal yet so take this advice with a huge grain of rock salt. I'm just trying to offer a little encouragement in a world of dissuasion.