I’m doing a roof job for a customer in Naperville who just bought a home. The current roof has two layers of shingles on the roof deck. In cases like this the old shingles have to be removed as a third layers would add too much weight to the existing structure. A third layer is never an option.
When we removed the shingles we discovered that 35 sheets of decking plywood had to be replaced due to mold and rot. I usually do a interior attic inspection, but in this case I couldn’t get into the house, and I had to rely on the buyer’s home inspection report. They were in error.
A significant problem with the roof was that it wasn’t vented properly. This allowed condensation to built up which significantly contributed to the rot problem. See the photos below for more details.