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R&R Roofing Installing a new roof will probably be one of the biggest investments a property owner will make. If it goes well, it’s an investment that will last 20 to 30 years or more. But that also makes it risky, because while there are a lot of honest, knowledgeable and professional roofing contractors, there are also many crooked and incompetent ones. That’s probably why roofing has always been one of the most frequently researched professions on the internet.