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Top Questions to Ask Your Roofing Contractor Before Hiring

Hiring a roofing contractor can feel overwhelming. Whether you're replacing a roof damaged by harsh Pittsburgh winters or just tackling overdue maintenance, your contractor should be more than a crew with ladders and shingles. They should be a trusted partner who delivers quality, reliability, and long-term value. We’ve compiled this list of essential questions to ask before hiring a roofing company. Use this list so you know exactly what to expect, what red flags to avoid, and how to protect your investment.

Asking the Right Questions Matters

Roofing is one of the most important, and expensive, investments you’ll make as a homeowner. But not all roofing contractors offer the same experience, materials, or guarantees. Inexperienced roofers, vague contracts, and unlicensed operations can leave you exposed to financial risk, subpar workmanship, or voided warranties.

Taking the time to vet your contractor with smart, informed questions ensures:

Start the conversation regarding your roof with confidence using the questions below.

1. Are You Licensed and Insured?

Start here. A professional roofing contractor should be fully licensed and carry both liability insurance and workers’ compensation.

Licensing ensures the contractor complies with state and local building codes. Insurance protects you in case of accidental property damage or injuries on your property. Don’t be afraid to ask for proof of licenses.

2. How Long Have You Been in Business?

Roofing experience matters. Contractors with a long history are more likely to deliver reliable results and stand behind their work. Look for companies with 10+ years of experience and a portfolio of completed projects in your area.

3. What Roofing Materials Do You Recommend and Why?

The materials you choose will affect your roof’s longevity, appearance, and energy efficiency. A good contractor will help you weigh the pros and cons of different roofing materials based on your home and Pittsburgh’s climate.

Explore the differences in materials in Top Roofing Materials for Pittsburgh’s Climate.

4. Can You Explain Your Warranty Coverage?

A reliable contractor will clearly explain the warranty coverage for both materials and workmanship.

Not sure what these terms mean? Our article, Roofing Warranties Explained, breaks it down in detail.

5. Will You Handle Permits and Inspections?

Roofing work often requires local building permits and compliance with municipal codes. A reputable roofing contractor should obtain all necessary permits and arrange for any inspections required before and after the job.

If a contractor asks you to pull permits, walk away.

6. Who Will Be Onsite During the Project?

You deserve to know who’s on your property. Ask whether the crew is made up of employees or subcontractors, and whether a project manager or foreman will be onsite daily.

Look for companies that use trained employees and assign a clear point of contact. This ensures accountability and consistent quality.

7. What’s the Project Timeline?

Understanding your project’s duration helps you plan around weather, noise, and access issues.

Ask for a projected start and end date, contingency plans for bad weather, and how long the average roof installation takes. Keep in mind that while unexpected delays happen, your contractor should communicate clearly and keep you informed.

8. What Is the Total Cost, and What’s Included?

Avoid sticker shock by getting a detailed estimate in writing. This should include:

Don’t choose solely based on price. The lowest bid often cuts corners.

9. What Happens If There’s Unexpected Damage?

Sometimes, roofers uncover damage to decking, flashing, or ventilation systems once the old roof is removed. Ask your contractor how they handle these situations.

10. Do You Offer Ongoing Maintenance Services?

After your roof is installed, it still needs care. Regular inspections and maintenance extend the life of your roof and keep your warranty valid.

Read more about the value of maintenance in Proactive Roof Maintenance: Save Money with Small Repairs.

Bonus Questions

If you want to go further, consider asking:

These questions reveal professionalism, planning, and a commitment to homeowner satisfaction.

Red Flags That Should Give You Pause

Watch out for contractors who:

Trust your instincts and always get multiple quotes before signing a contract.

Choose Confidence. Ask the Right Questions.

Hiring a roofing contractor is a partnership. By asking these key questions, you ensure your contractor is qualified, professional, and aligned with your expectations. Don’t settle for guesswork or gut feelings. Demand clarity, credentials, and commitment from your roofer.

Ready to Talk Roofing?

Schedule your free consultation today. We proudly serve only the North Hills area of Pittsburgh, offering personalized service, expert craftsmanship, and roofing solutions that last.

M.A. Thompson Roofing: Quality. Experience. Community. Since 1976.

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How Can We Help?

(412) 487-3337

info@matroofing.com

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