Between being in the military and not having a solid plan after 5 years passed without me pulling the Real Estate trigger. 

In the meantime, I spoke to real estate professionals in the area of these prospective properties, to get a better idea of any potential intangibles that I may not have been able to glean from the internet or having lived in the area(s) personally.The professional experience and (cross verified) area knowledge that they provided, fortified the months of researching/understanding needed to feel comfortable enough to pull the trigger.

I am so ready to get started but, like many others, I find it very hard to pull the trigger when properties are at such insane prices.

Most likely the state where the property is located is where lawsuits would be brought if they are something for personal injury like a trip and fall or something of that nature because the “cause of action” arose in that state.

I can't even get close friends of mine to pull the trigger when an opportunity arises so dealing with complete strangers is going to be difficult but that's why we're all here right.

All I am saying is be very careful and make sure you run worst case and best case scenarios before you pull the trigger.

Canned messages work better IMO through Airbnb; they recently introduced scheduled messages based on a few triggers like a confirmed booking, check-in, and check-out.

If you change the owner you will trigger the due on sale clause (lots of articles of pros vs cons on this so I'm not going into that). 

If the inverse is true, they owe 200K and its worth 300K but they can't make payments because of a loss of job, injury etc, then perhaps a deal could be made that allows them to get some the equity out, and keep a foreclosure off the books.   

We are about to pull the trigger on a cost segregation study on our commercial building.