Home insurance is not designed or priced to replace roofs every 5-10 years and then to double down and say that doing so doesn't affect pricing is just nonsense.The roofing practices you mentioned end up getting legislated out of existence (see Florida) because they're untenable.I agree the original poster should explore every avenue but there's no way a legit roofing company is going to be able to "turn this around on the insurance company" in this scenario.

.- Doubling the penny every year for 5 years is really tough and really risky if it’s not your full time job.

STRs are a double edged sword, and while I understand the concern about affordable housing, it's actually the tax dollars from the STRs that fund the affordable housing communities on our island.

Your house will double  in Price in less than 5 years. 

James, I tried doing this in another city which I was not a member of their mls, after signing the contract and paying the fee, there were a lot of additional charges, like they wanted me to pay for the lockbox and shipping fee, I had to take the lockbox to the property, in the contract they said they will post 15 pictures, but they wanted me to provide pictures they would just upload it.I'm just trying to say double check and make sure what is included and what is not, if you are in town, it will be a lot easier but for my case, I didn't want to drive few hours to run their errands.

At the same time, all the single pane aluminum framed windows were replaced for double pane vinyl windows.

Let's call it a stand up double.

@jake knight All Good points  @Jeremy Tallman I have one in Brownsburg (Hendricks County) that doubled, but another one around the corner that increased a reasonable amount - (same square footage). 

Let's call it a stand up double.

.- Doubling the penny every year for 5 years is really tough and really risky if it’s not your full time job.