I get the impression they were once a better company but are experiencing growing pains. 

It was extremely painful. 

But they are a pain in the butt to deal with.

They could all disappear tomorrow putting their $ in jars and I doubt the banks would even notice. 

One of the perks of PRO users was to have the "one result" query with AirDNA and now it disappeared.

Probably not, but I'd see what my CPA and attorneys have to say.Be a pain having tenants pay you twice too.Also, passive income is already treated pretty favorably after deductions such as depreciation.

What little trust I had in the seller disappeared during this process.Now, three days after finalizing all that, I get a text from my agent that they have assigned a street address.

Kind of a pain and also both less transparent and less efficient than before, but not drastically different. 

It's a pain in the butt, but at least it's a one time filing. 

And if your investor friend’s private loan helps fill in any gaps, it might be worth considering that short-term pain for long-term stability.What do you think you’d focus on first... paying off that line of credit as fast as possible or jumpstarting the renovation to boost cash flow right away?