Again mixing personal relationship emotions with business relationships.

The machine has no emotion and no clue 

Try to take the emotion and risk out of it, and think about the numbers.   

Define, "investor-friendly" agent please.In our experience we've found that +95% of agents only have experience dealing with owner-occupied transactions - which are mostly EMOTIONAL decision based.You can ID these types of agents easily by asking them:1) If they are RE investors themselves.

A guy with some discipline, ambition and planning is going to make a great living going forward.

You need to have the discipline not to chase.What happens if you are the winning bidder at the auction?

With Google Maps, you can explore these stories easily and make smarter decisions about where to invest.With Discipline,Josh

It was kind of an emotional purchase but it's been working out so far!)

Based upon your statement, "Naturally, my heart goes out to this individual" is indicative that you may let emotions trump logic.Forward to your PMC and monitor their actions to start eviction ASAP if tenant is behind.You can also direct your PMC to offer to let tenant out of their lease early IF they cooperate with showings.If they fall behind, you can direct your PMC to offer Cash-for-keys to regain possession faster. 

Ultimately, it's more of an emotional decision than anything.