A common strategy used by investors, such as those operating through PadSplit, involves purchasing the property, completing basic rehab, refinancing, and then using cash for the interior build-out.Another potential red flag, even without converting common areas, is the addition of individual locks on bedroom doors.

@Jonathan Cooper - Sounds like a short-tax year is involved.

If you have it in emails etc. you could have a position - but as another poster mentioned, giving up $100 a month in rent to only paint two rooms is very very generous so I can see how they thought there would be more rooms involved.

I wouldn't worry too much about it, if you have a competent CPA or bookkeeper they should be able to review your books and within minutes have a strong grasp on who gets a 1099 (spoiler alert, not every contractor gets one, I'll be annoyed if I get one since I'm structured as an S corporation) and the amounts to report.1099 filings are usually a loss leader for us, so if you're working with a professional make sure you take advantage of them filing everything for you.

If the same people are involved, it doesn't matter.

But then I told myself, if Bitcoin price really drop significantly to $1000 a piece, then the time to drop to zero won’t be far away...Like Enron many years ago, when the stock price dropped to $1.00, it then filed bankruptcy and dropped to zero. 

By the time I got to that point the cost and time involvement was so high I decided it was a distraction to what was already working.  

Search Google for "file ethics complaint [STATE]" and you will find instructions for filing a complaint against the property manager.

There are also additional costs of operating and maintaining an LLC, like separate bank accounts, annual report filings, tax filings, etc.2.

But this year, his team is saying I need to file 1099s.