FLL:
Two years ago we paid $6,250 for our house roof which is about 25 square or about $250 a square. This included removal of old, install of ice barrier and ridge vents and 30Y architectural shingles. High bid was $10,500.
You don't need the ice shield if the structure is unheated in the winter. There will be no melting under the snow that would run down and freeze near the lower edge so no ice dam.
About 5 years ago my wife and I did the roof on our island camp, 12 square of fun. We had to transport the new bundles over and bring the old back for disposal.
Too bad you were not a roofer back then; we would have offered you a job!
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