Don't talk to just one roofer. Your co-worker may have raved over a contractor, and you may have been offered an amazing deal, but that doesn't mean you shouldn't get multiple estimates.
Encourage multiple contractors to put in bids for the job.
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When it rains, check your attic for leaks. Not every leak will make it down to your ceilings, so there is no harm in heading upstairs to check out what is going on.