We obviously handle the ones near us in-house, but hiring someone in another market to work one day a month is a bit of an odd task.My guess is that remote property management companies need to have a sort of Swiss-army-knife person in the area that can do many variable tasks for them and works on an hourly basis as there may not always be things to do, but I don't know that for a fact.How do remote/long-distance property management companies overcome the challenges of not being in the area?

I bet that you have a few keywords set up, and regularly chime in when your market and/or specific strategies pop up.

Your best bet is to establish a website and do SEO for that market.

Invasion of privacy, unclean and rude house members, maybe if they do drugs or smoke or are party animals, unwanted friends of theirs visiting at odd hours, clashes of personality

Your best bet is working with a licensed agent who can pull accurate MLS data and understand what you are doing... 

The biggest detractor is limited control and timing of exit.Regarding your low debt position today, it puts you in an odd spot with DSTs that have either no debt or 50+% LTV. 

However in the future because  of how these things tend to go, I would not have called insurance or a remediation company, I would have just fixed it immediately before it got too bad then warned the tenant not to do it again (and to be fair to them it’s odd that simply hanging a picture would cause a major plumbing leak, the likelihood of that happening is so low) and moved on.

It's an ODD scenario not one closing attorney I've ever talked to has happend. 

Bet, they will say: “I want to keep my house”.Do you all understand you are targeting the wrong people?

Your best bet might be joining a local real estate club.