.”* Some kind of joint venture or common interest development.

Three thoughts related to the issues mentioned on this thread:- demand for quality CPAs, especially specializing in real estate, is higher than their/our capacity- in my firm, all first-year clients get an extension- collecting 100% fee upfront is fairly common in tax firmsYou may want to find this old thread interesting: https://www.biggerpockets.com/forums/51/topics/1042619-strai... 

@David Butler your answer was so in depth I was wondering if you wouldn't mind, in order, writing each sub I would need to get (what kind of profession am I looking to hire) From your list, it all pretty much common sense, but I cant make mistakes so I want to double check). its a basement , four stories, and a roof deck in the heart of philadelphia.

This is common in hospitality and not just STR's...

There is currently common ownership of the entities that own the property and business, so they will need to sort the cash flow between the two out.

It is actually very common to do. 

Becoming a part of this community has certainly piqued interest and I look forward to meeting positive people in an environment where we share the common desire to be successful in the Real Estate Industry

I'm in OH, so smaller loan sizes are pretty common out this way. 

The 2 numbers have almost nothing in common. 

Unless the lease was mutually extended (commonly referred to as ‘renewed’) by both parties, then it would expire on the expiration date and the tenant would need to vacant at that time.