If you choose to explain exactly what proof you need, you will soon get it. 

For you're first investment, choose your home market, if you can make it work.

It really depends on who you choose. 

When it comes to choosing between a turnkey property and a fixer-upper using the BRRRR strategy, it really depends on various factors, including your market conditions and where you are in your investing journey.

Choose one and go from there.

2️⃣ Property Tax Deduction: Claim up to $10K for state & local taxes.3️⃣ Capital Gains Exclusion: Sell your home?

VRBO does not have exclusive rights to your property. 

Yes, you read that right, the American system was designed to best facilitate FAILURE not success. because when there is freedom to FAIL, it comes from consumers ability to choose, choose who is worth it, who isnt, and the poor performers fail and the good performers are rewarded. 

You may choose to invest in real estate directly by acquiring a property, or passively by investing through a syndication (or by being a lender to someone else.  2) pencil out the numbers to see if the math is in your favor for a Roth Conversion and real estate investment with a SDIRA.

Your worst-case scenario (not specific to MA) would be having to sue to get them out as a holdover, but this is really reserved for worst-choice scenarios when owners choose the first renter or don't do any due diligence.