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.

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). 

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

Immediately pulled the trigger on the first deal that made since.

This was definitely a large project, took some guts to be able to pull the trigger on such a project but my investor was comfortable enough without even stepping into the property.

Is there a way  for us to transfer the property from our S-Corp into another entity without triggering our due-on-sale clause and paying capital gains taxes as well.