It's not really that complicated. 

But, if we made the deal too complicated, my daughter would not feel like she can go out there and do these deals all by herself.So sometimes it’s better to give up a little profit to help a young person gain a lot of confidence.

Dylan,A lot of these questions really can only be answered by yourself understanding the pros/cons of LLCs and what you intend to do, and how complicated you want your structures to be.Your 1st question is a bit more straightforward.  

Further, the talk of strategy itself over complicates the collection process.

The more complicated the calculations to determine the split, the more there is to fight about later.

This deal was a bit more complicated and I probably shouldn't have done it. 

File a civil lawsuit to recover the rent and unnecessary charges based on the breach of contracts listed above.

If there are historic features with the interior, that may complicate the process.First thing I would check are zoning ordinances. 

in my local area due to a flood of requests and complications from a new computer system at the permit office

The owner occupied units are scattered throughout the complex so, there is the complication of shared maintenance costs.