There is usually a 1-page form that you have to complete and then attach details of the comps and/or reasoning why they should adjust their assessment. 

In a nutshell, Owner Occupied properties owe 1%, Non-Owner Occupied properties owe 2%, and Commercial properties owe 3% of the assessed property value each year."

I disagree with your assessment about being negative and I believe my question regarding what is or will be different about your software is a very popular and logical question. 

As for city hall, they want you, often to make improvements, so the Rentals tax assessment rises, & so city hall, can get more tax money.)

By then, I will have a better assessment of the risk and may change my position at that time.

We just need more information to assess your situation. 

When searching for deals through a realtor or wholesaler and viewing homes, and not having that experience to just walk through a property and assess the rehab costs on my own, is it common practice to bring a contractor with you while doing a walkthrough to gage what needs work and how much it'll cost?

Will re-examine market value and assess any repairs at that time to determine next steps.

It'll be a few months before we can go in and assess any renovations fully though they are expected to be primarily cosmetic.

So county assessments are usually about 20% low.