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? 

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.

We hardly ever meet our tenants in person.

(I had iCloud storage for my personal use prior to getting into this field)I realize the above items can be used for personal use as well, which is why I am asking. 

If rent is not paid we follow up personally.

It must: 1) Automatically Track my Mileage 2) Provide a comprehensive export to excel/spreadsheet for tax purposes 3) Free -any good ones free? 

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

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?

I personally have invested in a couple syndications in the last 3 years and none have been completed yet.

If you can't keep control of your personal finances, you are highly unlikely to succeed in real estate investing.