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When my wife and I moved into our new home, our first home, about 4 years ago, we had to make a lot of choices, and do a lot of work. It was a handy man's special to say the least!
One of the first things we did was rip off, resheath and reshingle our roof. Pro roofers have told me that we did a great job, with a good eye towards detail and just doing it all right.
Here is what I can tell you, and a few things I would do if I had it to do over again:
1) For the tear off I would pay a wrecking crew to do it
2) I would pay the money to have all, and I do mean all the materials loaded and distributed on the roof by the delivery people.
3) ....well, there is no three!
What no one has said here is that shingle warrantees are typically voided by doing a second layer on top of an existing one. In addition, the second layer, or third layer tends to cause the new roof to loose its longevity, cutting its life span significantly, meaning that you may be back up there in 5-7 years doing it all over again.
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