Anyone know how Insurance companies (State Farm) handle claims that involve remedial work?

My wife and I have consistent ice and water problems in and around the eaves of The Money Pit. The siding, flashing and aluminum wrap on all of the fascia is incorrect. With 40 years of soak/dry cycles the exterior Celotex fiber sheathing is mush. I replaced one exterior wall down to the mudsill during my kitchen renovation.

We have never made a claim in the past because our $1000 deductible was a little to high. After cutting down the drywall ceiling for the 3rd time in 5 years , I am ready to make one now. It's pointless though if we don't address the underlying issue.