The actual potential value of the property is disproportionately higher than you would expect based on current revenue.  

This is my smallest property but the biggest PIA to get lending on since I can't shop it to Fannie/Freddie and competitors.

The biggest thing I have encountered in numerous inspections is chipped or flaking paint in pre-1978 homes that have children living in them.

And the self-showings, Zillow just did the biggest beta test of this, and it failed epically. unless loosing tens of millions is the goal, if that's the goal than they hit it out of the park. 

I can't speak to that myself, it's not my specialty but I think that would be one of your biggest concerns is their permit processes. 

As mentioned your biggest challenge is going to be selling the package at/close to same time. 

They’re all accessible but would take a bit of effort to get to if there are tenants occupying both units.It seems like this may have not been the most ideal purchase then, with the biggest problem being that it’s a single family being rented as two units.

He's still very much in contact and reachable, but my biggest fear is that he will run or file some sort of Bankruptcy.

However, when you factor in the HELOC, we have a negative / break-even cash flow (HELOC payments are about 25% of the revenue from both).

Also, what’s been your biggest challenge when it comes to securing the funds you need?