Guide
When patching stops being worth it
Most roofs give you two or three years of warning. The trouble is that the warnings are easy to explain away one at a time.
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Repeated repairs in different places
One leak is an event. Three leaks in three different areas inside two years is a pattern, and the pattern means the covering has reached the end of its service life rather than suffered a specific failure.
Sagging along a line
A ridge or a plane that dips is a structural signal rather than a covering one. It usually means decking that has been wet long enough to lose strength, and occasionally framing. This is the one symptom that should not wait.
Daylight or damp in the attic
Go up on a bright day with the lights off. Pinpoints of daylight through the deck, dark staining on the sheathing, damp insulation or rust running down a nail shank all say water is getting in and has been for a while.
Granules in the gutter
Asphalt shingles are protected by a granular surface. When that surface starts washing off in quantity, the mat underneath is exposed to ultraviolet and the clock speeds up sharply. A handful of granules after a new roof is normal shedding. Cupfuls, years later, is not.
The age on the paperwork
Age alone is not a reason to replace. Age plus any one of the symptoms above usually is.
Shingles that curl, cup or go brittle
Look along the roof from the ground at a low angle rather than straight on. Edges that lift, corners that curl upward and a surface that no longer lies flat all mean the material has lost its flexibility. Brittle shingles crack when walked on, which is why contractors stop wanting to walk them.
In short
None of these on their own settles it. Two together usually do. An inspection costs little and removes the guesswork entirely.
Related questions
I have solar panels. What happens to them?
They come off and go back on, and that is a separate cost, often handled by the solar installer rather than the roofer. If the roof is near the end of its life, do the roof first — removing and refitting panels twice is money wasted.
Why three quotes and not one?
Because one price tells you nothing. Three tells you where the middle is, and the outliers are informative in both directions — the very cheapest is usually leaving something out, and the most expensive should be able to say what you are getting for it.
Do I need a permit?
Yes, in nearly every jurisdiction a re-roof is permitted work. A contractor who suggests skipping it is telling you something useful about how they work.
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No cost, no obligation, and never more than three contractors.