If you are new, you want the teaching type.You can hire individual specialists in asset protection, legal documents, estate planning, and so on, but my belief is that it's better to get that in a training program focused on real estate investing by investors. 

And the posters unwavering belief that somehow these Feds are going to drop all investigations, prosecutions, politicking, taking coffee breaks, etc. and jump on their complaints putting the “full force” of the Federal government down on the subject company and its managers and feed them to the lions.   

Bitcoin isn’t investing, it’s speculating in a belief there will be a greater fool to sell to later.  

We can use the original part of the house for rental as well, which is valuable to help use understand the STR rental market better, ie what income we actually get as all we have current is the airbnb site itself and airdna (an airbnb analytics site).In short I think the downside is limited, and this deal with give valuable experience while testing my beliefs that it will make me some money!

It's my belief that because of the age, maturity level, number of decision makers (parents & their child) that it is one of the hardest niches in buy and hold investing.

The investors with no experience and no money who want to buy real estate go down rabbit holes that lead to misguided real estate advice and bad investment decisions.  

Not sure where you got belief that there were no STRs before 1998.  

Vetted the investors so that it was reasonable to belief that each investor understood the risks and could afford to lose their investment3.

Welcome back @Sabrina ShaulisOne of my beliefs is knowing your market very well helps build the confidence to act.

They are normal to think about, but these kind of questions are going to give you limited beliefs and prevent you from moving forward on a potentially great property.