@Kelly Briley
Kelly, what I'm gathering from your post is that you plan to "self-manage" from a distance with the help of this local guy who'll be doing it as a "side job".
My tip would be, as someone who manages a rental unit from distance, engage the services of a professional property manager. It will not be a side job for them and they will manage your property like a business. To find out how much they cost, you'll have to interview a bunch of them and ask them what the going rate is. In my market it ranges from 8-12%. By all means have a friendly ally there to keep an eye on things for you (I have my mom living nearby and if the property manager alerts me to a maintenance issue, I have her go by and make sure the maintenance gets done and the problem resolved).
The reduced cash flow you get from the property will be well worth the peace of mind knowing a professional is managing your property and you won't get middle of the night phone calls from your "guy".