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Scott - if you don't get it replaced, you may get dinged when you sell the house. Make absolutely sure the contractor strips off the old roof (no overlay) and their contract includes a thorough clean up. I would go so far as to make them lay tarps around the perimeter of the house to catch nails/staples/debris. Some of these guys are really shaky, so call on long time established roofers in your area.
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