Limited appreciation, old housing stock in need of major capex, population decline in many markets...Can you pick a market that's a couple hours away so the price point is lower, but you can be in-person and hands-on?

Happy to buy someone some lunch and pick their brains! 

And the apartment is an upper that's definitely tough to move into, so the furniture transfer does have some benefits (saves a lot of banging around/removing of doors from hinges/etc.).

Appfolio is a great property management app, and pretty easy to pick up on. 

However, when picking a market it is important to choose one that isn't totally dead in the slow months.

As the saying goes, "in a gold rush, be the guy selling picks and shovels".

First of all, you picked a great PM with WHM - Ed has been running a very good business for a long time! 

Your best bet is to find someone doing the work in your area and picking his/her brain. 

Pick one forum where your question makes the most sense.

I live in MN and fully trusted my original realtor when he said it was a great area and I bought right after the hurricane so every corner had garbage and debris waiting for city pick up, now a year removed, it's much clearer that my neighbors are not interested in cleaning up their properties as other areas are now.