KAMPLAN dates the mall to 1980. That is a neighbourhood clock, not your house's birthday. Some roofs here are originals on a second look. Some were overlaid once already. The tear-off is how you find out. Walking on a second layer and declaring it "fine" is how soft plywood stays hidden until the next July, when the station's count of days above 30°C is doing the asphalt no favours.
More edge, more flashing, more dumpster
Long eaves and several dormers mean the metal, not the field shingle, is where the money and the leaks hide. Ask for flashing to be itemized instead of buried in one square-foot price you will not get from this website anyway. Park-edge houses should leave with a Class A covering, metal drip edge, and metal gutters. Valley-facing houses should still talk about sun on the exposed face and snow on the shaded face. The design pressure for the hill is the higher bylaw number. Snow guards matter if you choose metal. That product path is Aberdeen metal.
Itemize the metal around the dormers
On these larger roofs the field shingle is the cheap part and the step flashing beside each dormer is the part that fails. Ask for that metal to be listed as its own line in the scope, including chimney counterflashing if the house has one. A single "per square" number, which this site will not invent anyway, hides whether the dormers were included. Park-side houses should add gutter cleaning to the same scope so needles are not sealed under the new edge.
A skylight replacement or a new one is structural roof work under the City bulletin and needs a permit even if a plain shingle swap might not. Do not let a "while we are up there" skylight skip the Building Official. Day-to-day leaks that are not ready for a full tear-off stay on Aberdeen repair.
Call (236) 836-0303. Say Aberdeen, park side or valley side, and whether anyone has already roofed over the first layer.