The roofing job is fairly easy, with the biggest challenge being doing it by yourself. You just tear off the old shingling with a flat head shovel going up the incline till you get the apex, check for rotting plies and replace as necessary, then start at the cotton and stagger the shingles on each layer above it. It just takes a long time for one person (and the tear down is exhausting), so the contractor beats the clock by having a small team; typically with a drunk hack filling the role of the tear-down guy
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