So long as the attic space is maintained as vented (if it was built that way) or sealed (if it was instead built that way) there is no reason to worry about the age of the roof. During roof replacement the insulation should NOT be exposed to weather. Any "decking" that the roofer might find needs replacement will not be removed until they cut pieces to fit in -- that is standard practice for all roofers. They'll also have tarps that they will use to cover the roof is there is any chance of rain...
It is important to differentiate between "designed ventilation" vs "air leakage" -- the idea is that most attic spaces are designed to allow hotter moist air to be carried out and replaced by cooler fresh air from outside AND none of the "conditioned air " (stuff that you pay to cool in the summer / heat in the winter) leaks into the attic. [Some homes are designed with "sealed attics" meaning the space under the roof is not designed to have air enter or leave.
The Pros and Cons of Unventilated Attics - Norbord - North American Products ]
Read more here:
https://www.thisoldhouse.com/ideas/r...ate-your-attic Another excellent resource is the US Dept of Energy, massive savings are possible on a national level if more people follow the recommendations --
https://www.energy.gov/energysaver/w...-existing-home