It is much more hands on and dependent upon some sort of subject matter expertise.

As a general rule I would say multi for all the reasons people listed.

We chose to walk away and let him take it off our hands for about a $40,000 profit after expenses.  

This is a great place to learn and to connect with people so take advantage of all the great resources.

There are a few people that would be wise to reach out to in order to get this information.

Any advice on the kinds of people I should have in "my team" to make this a success?

For some people this is OK since they will get use, future appreciation and a likely refinance in a few years. 

I would just say that recently in my experience diversifying out from STR into motels/boutique hospitality has been high risk and set some people off path - it can be a very lucrative and good move - however, if you are having a lot of Success with traditional STR - it seems like a lot of people are looking back and saying they wished they stuck with that and expanded with what was already working!

I regard the regulations handed down to curb NAR as “tweaking” the system to make it fairer and better.  

So often I see people with all this money and success, but their health is deteriorating.