Any tax advisor you happen to find that encourages sketchy positions or fraud on the position that "they probably won't find it" - run for the hills. 

Went to the Vestright website homepage... the first two testimonials from different students (Rob & Craig) are (word-for-word) identical. 

Hello everyone,My name is Daniel, and I recently left my job as a fraud analyst at a financial institution in March to pursue a real estate investment journey with my wife.

She is starting a new business to try to get away from the fraud she has done, don't be fooled! 

If they don't and you don't disclose it, you are committing fraud.

It looks like this company:https://archives.fbi.gov/archives/philadelphia/press-releases/2011/loan-processors-sentenced-in-mortgage-fraud-scheme

You also have to have a system in place to vet your guest (which Airbnb doesn't do anyway - all they do is "verify" their identity), create a lease agreement, accept deposits and payments and issue refunds of deposits.

Next month there was another property on the same block, basically identical to the first one, on the auction block.

It is part art and part science.Many of our rental properties are almost identical down to the finishes and cabinets (and in the same suburbs of Milwaukee) and I get a 10% swing on appraisals - at least 5% in either direction.

Better to spend a little here than commit tax fraud.