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Many insurance policies will not cover a roof with two layers of shingles. An additional layer of shingles increases the risk of various kinds of damage, and insurers typically won’t pay claims on a roof with an overlay. Adding a layer of shingles may even jeopardize your insurance coverage entirely, so check your policy to ensure you stay within coverage guidelines. 

Architectural shingles typically last between 20 and 30 years, though most homeowners should plan on replacing them every 20 to 25 years. While some manufacturers offer warranties for 30 to 50 years, especially for extreme weather, achieving such a long lifespan is rare. The actual lifespan can be shorter in areas prone to strong winds, hailstorms, or other extreme weather. It is recommended to replace your roof before it reaches the end of its life to reduce the risk of roof failure, leaks, and costly property damage. Scheduling regular roof inspections will help you determine your roof's remaining life and identify the best timeline for replacement.

The size of the dumpster will determine how many squares of shingles can fit in a dumpster. You can place between 4 to 20 squares of shingles in most standard containers.

The roof overhang, also known as the eaves, does count as part of the roof’s square footage because it must be covered with the roofing material. The overhang is one of the reasons why you can’t base your roof's square footage on the square footage of the house. The roof square footage must also account for the pitch of the roof as well as the eaves.