If I personally understand the skin in the game first hand, I would think this will help me become a better manager of my team on it in the future right? 

I’d prefer not to switch so I’m trying to figure out hire to track this stuff, any recommendations?

One of the most common struggles for aspiring fund managers -- current cash flow.Many fund managers are struggling in the short term to produce cash flow for their business.In a typical structure, fund managers (specifically referring to folks who leverage SPVs to invest into specific deals or funds) -- may earn 1-2% upfront as an acquisition fee and earn the rest of their compensation in a profit sharing split once the preferred return to investors is achieved.

Also, while I've read some horror stories about assessed value increases, our personal portfolio came out relatively unscathed during this recent batch of tax bills.

I’m in a tight spot I would much prefer to do this roof myself, what should I do?

If rent is not paid we follow up personally.

I plan to hand write the letter to keep it personable and local.

However, my strategy and company direction has changed much since then and prefer to keep the borrower in the property (think keeping a renter in a property to cover costs).  

On a separate note, if my personal home and all my business is in the state of Michigan at this point, would there be any benefit to designing the business as a series outline or simply a parent/child LLC set up where the parent LLC would be created in a more tax advantaged state such as TX, WY, NV etc?

Right, because rather than give the actual correct answer and suffer the blow to your ego that you've been doing something wrong for decades, you'd prefer to take a swipe at my ego.