If you did a cost segregation study on the property in the past, you may have to recapture the depreciation taken in the past.capital gain tax rates are 0, 15 or 20%There is also a potential 3.8% Net Investment Income Tax.Also, don't forget state income taxes depending on what state the property is located or your state of residency.Best of luck!

Quote from @Iris Wu: @Steve Mitrano, Hi, Steve, do you mind providing an update on what you end of doing in this case?

I do have two really good mentors / coaches I work with that would be able to provide more input but they do charge for their time.

In absolutely no way would I ever depend on such a broad analysis to ultimately determine my decision.

Don't depend on Aircover.Homeowners policy will not protect you if your renting as a STR.You need the correct STR policy to protect your property.

He provided great guidance and support while I was starting out in the "private capital" space which has allowed me to achieve financials prosperity in just 4 short years. 

There is some really great landlord software out there that also provide really great support.

We are open to MFH but depending on the market we pick they are less common in certain parts of Idaho.

I know there are services that provide proof of funds but I view that as misrepresentation. 

An owner of the home is looking for someone that can provide some show money.