We have mostly 2-4 unit buildings compared to the larger stuff but that 5-50 range can be a good space to find deals in. 

Even though she’s got an emotional support animal, you could still set some ground rules for cleanliness and respectful use of shared spaces.

Whether it's Airbnb, VRBO, FF, Zillow, FB, direct booking website, insurance relocation portals, databases from MTR operators who get a lot of insurance/corporate leads, CHBO, etc.The MTR space is still quite young, unlike STR. 

It can, but I find that the majority prefer their own space.

The listing says that there is space for another unit and there is also a triplex on the property aside from several (8?)

I worry that these posts risk them being targeted by bad actors in the space. 

This is particularly true in areas close to tech hubs and co-working spaces.

Square Space is super easy and intuitive. 

I have not heard of them, but I would make sure, especially since they seem to be a new player in the space, to ask them the questions that are outlined on the "Best Questions to ask your DSCR lender for STRs" post on this forum: https://www.biggerpockets.com/...

Among other things, the inspection showed signs of pest (mice) inside the attic space.