It sounds like (as you've admitted) that you let them "pause" while rebuilding credit.To be brutally honest, this is partially your fault for that reason. 

In layman's terms: a low, medium, and a high with regards to whether you're seeking the full value to completely rebuild the property from the ground up, retrieving your initial investment from the lost property via the claim or somewhere in between.

Dwelling (Building coverage) The limit should be based on the Replacement Cost of the building (cost to rebuild with the same kind and quality excluding the foundation​)2.

Because I can build a car or a motorcycle even rebuild a Huey helicopter but building a website, not so much.  

It’s going to be a complete rebuild so cap ex and maintenance will be negligible.

Unless this is new construction, the ACV value will be less than the cost to rebuild.Replacement Cost Value (RCV): Covers what it would cost to rebuild the home using current construction costs.

His insurance company will only insure if he guts the unit or rebuild it with the proper permits.

With these properties, depending on the market, you have the option to purchase for less than the land value if you have to tear the house down to rebuild.

My intent is to make some money (side money) while learning the market so that I can start to purchase and rebuild my rental company.Any thoughts or suggestions?

It will need a lot of work , such as a new roof on the main house and the additional unit in the back, updating the kitchens and bathrooms, and completely rebuilding the unit in the back as the roof caved in a few years ago during a hurricane.