The best strategy depends on your goals, risk tolerance, and how hands-on you want to be. 

The way that things like this are typically handled is that if a lawsuit were to happen, since both people have been behaving under the assumption of a lease (the landlord renting their space and the tenant paying rent), they would probably treat it as if there was a standard month to month lease agreement.  

We never imagined we’d be having to much fun growing together in a mastermind format and helping other succeed.

If the purpose for the entity is liability protection, you should be having a conversation with an attorney.If the purpose for the entity the accountant should be able to provide any feedback if there is any tax saving opportuities with the LLC formation.Best of luck to you

While I don't have years of experience to draw on for how the real estate market behaves around elections, I believe it's like most aspects of investing—unpredictable.

I believe humans will be having this debate in however many years when land on another planet is for sale.

Every once in a while, I’ve had a few wingmen that I thought were behaving more like the enemy.  

I think for at least one of mine (it's been a long time) it was just a letter that my commander had to sign, basically saying I was in the military, behaving myself, and the Air Force wasn't trying to actively kick me out.

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.

I am hoping to roll these two into one loan and reduce my monthly payment/ interest rate on the HELOC as I will be having the debt long term.I also currently own a 11 spot RV Park which I own all 11 units and is currently generating $10,375/month in rent.