There are guidelines and guardrails, but a challenging deal can have positives and a golden deal can have issues below the surface.

We currently use Hospitable for 12 properties, and it's working fine, no major issues, and I know they've been expanding with new features.

Our main issue is these properties are owned in an LLC.

I told him I was having these issues & he just told me to keep trying.

We have had a pipe burst during the cold winter months, the roof needed to be replaced (thankfully covered by our insurance), and some issues with electrical, which hasn't been majorly updated since it was built in 1973. 

@Kyler Tarr it's good you haven't had an issue but you also mentioned your property has some knob & tube.  

My issue is, it's been almost 3 months and I haven't be able to get good tenant applicants.

Just curious, is there any tax benefit to filing as a regular partnership and issuing k-1s to ourselves that show a loss?

As long as I have a good lending option such as a low interest LOC, it will still cashflow nicely until rates get better on other loan options.Being the overly analytical type, I just keep looking for what else could go wrong after addressing all the obvious ones that pertain to any deal.

If the drywall cracks in the next year or two, or the doors start to stick, then you likely have a larger settlement issue going on, and will likely need to call a foundation repair contractor.