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What Questions Should I Ask a Roofing Company Before Hiring?

Written By: Stephanie Vanderbilt, Owner
Reviewed By: Coastal Windows & Exteriors
Last updated: August 24, 2026
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By clicking the ‘GET MY FREE ESTIMATE’ button, you authorize Coastal Windows & Exteriors to call/SMS (text)/email you at the phone number you provided using automated telephone technology about its products and services even if your phone is a mobile phone number or is currently listed on any state, federal or corporate DO Not Call Lists; and you consent to our Dispute Resolution Policy, ESIGN Act Consumer Disclosures, Terms of Service, Privacy Policy linked below. Consent is not required to purchase. Message and data rates may apply. *


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Coastal Windows & Exteriors is a GAF Master Elite certified, woman-owned exterior remodeling company serving 730+ towns across Massachusetts, New Hampshire and Maine, with 7,000+ installations completed since 2011. Ask a roofing company about certification, warranty terms, insurance, and crew experience before signing anything.

Six Questions Worth Asking Every Time

  • Are You GAF Master Elite Certified?: That designation reaches only 2% of roofing contractors nationwide. It requires ongoing training, verified insurance, and a documented record of homeowner satisfaction.
  • What Does Your Warranty Actually Cover?: A strong answer includes a 50-year comprehensive warranty with unlimited wind speed protection. Vague coverage language is the earliest warning sign you will get.
  • Can You Show Proof of Insurance?: Every reputable roofing contractor carries current liability coverage and workers’ compensation. Request documentation rather than a verbal assurance.
  • How Many Roofs Have You Installed?: Our team has finished 7,000+ installations regionally. Volume at that scale reflects hard-won judgment about deck conditions and flashing details.
  • What Happens If Weather Delays Us?: Honest contractors explain their sequencing and how they protect an open deck. Evasive scheduling answers predict evasive answers later.
  • Do You Offer Financing?: Access to financing up to 20 years signals lender relationships and financial stability. Companies without that backing tend to be smaller operations.

How to Choose the Right Roofing Contractor

Top Recommendation: Hire a GAF Master Elite contractor with 1,000+ verified reviews and a 50-year comprehensive warranty.

Best for Budget: Companies offering itemized written estimates plus flexible financing, so scope and cost stay transparent.

Best for Complex Rooflines: Certified crews with documented experience on dormers, chimneys, and multi-valley homes.

Request a free roofing estimate from Coastal Windows & Exteriors.

Browse our complete roofing FAQ guide from Coastal Windows & Exteriors.

Explore the Coastal Windows & Exteriors Roofing Exterior Remodeling Home Improvement Help Center.

Still have questions about what questions to ask a roofing company before hiring? See the areas we serve and talk to your local roofing contractor.

Last Updated: August 2026

Sources:

  • Homeowners should inspect their roof at least twice a year, in spring and fall. GAF Residential Roofing FAQs, GAF’s official guidance on inspection frequency and when to consult a professional. (2025)

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Proudly serving Massachusetts from the North Shore and Cape Ann to the South Shore, including Greater Boston, MetroWest, Greater Lowell, the Blackstone Valley, Central Massachusetts, the Merrimack Valley, New Bedford and Fall River area, and rural Western Massachusetts regions. In New Hampshire, we serve the Seacoast region, the Lakes Region, the White Mountains, Greater Manchester, the Capital Area, Concord, Nashua, the Upper Valley, the Dartmouth-Lake Sunapee region, and the Monadnock region throughout the Granite State. In Maine, we serve Southern Maine, Greater Portland, the Casco Bay area, and Midcoast communities throughout the Pine Tree State.

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Boost Curb Appeal. Increase home value.