However, a lot of concerns can be mitigated with looking at their past rental behavior in a lot of different settings.

yeah the tenant pushing back is my concern. it just so happened that this happened with the tenant that seems to not like paying. and the heating is electric and this winter has been extremely cold which caused the electric bill to jump up to $800!

While that may sometime be true, full disclosure to all parties should eliminate any ethical or moral concerns (imo).  

In fact, your feeling overwhelmed is because you don't know how to solve the issues that concern you YET. 

Seems like the new on line marketing methods  Section 8 is the new shinny object..

Finding a good PM will cover your concerns on managing the rental from OOS and a good agent should be able to provide you with their network of deals, including on and off market opportunities. 

Working with a 1031 exchange specialist can also help keep things on track.Bottom line: Start early, have backup options, and consider a reverse exchange if timing is a concern.

If you haven't connected with local people in your market there are several methods here.  

This isn't 2011-2013 days but many people are stuck in that time period STILL.As I finish my licensing study, I'm very grateful I chose this route as opposed to being a one trick pony.Wholesalers did themselves in by their method of operating.  

People’s Republic of Asheville is more concerned with STR regulations than people living in boxes on the streets.