I'm guessing the lawyers said he can't use complicated compensation structures like waterfalls. 

On multiple occasions he had us wasting our time looking up unnecessary tax forms online because he wasn’t well versed in tax code.

What is your purpose for trying to make this more complicated plan?

It is too complicated and expensive to accept credit cards on every machine.

Quote from @Laura Kreinbring: This is a very complicated subject and I have learned so much trying to do this, more or less, on my own.

If you are trying to convert a property under and hoa into an str, your job gets even more complicated as the HOA itself may have its own regulations IF it even accepts it at all.caution: STR market is over saturated in these parts and some of them are shuting down and being converted into corporate housing, mid term rentals, or furnished long term rentals.

Alex -  Construction can be a complicated animal.

We are looking for a structure that will permit us to easily raise money without complicating the management level.Curious to know what people recommend for jurisdiction and structure for such an entity.Thanks in advance for your help!

Proper's quote came in 3x as much as State Farm's (although we could probably get that number down if I go item by item to remove a bunch of unnecessary items).

The STR Loophole can be complicated and is difficult to summarize in a single short post.