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Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 305+ reviews

Pilot, VA Roofing Contractor. Licensed & Insured

Architectural shingles, impact-resistant Class 4 upgrades, metal roofing, flat roof systems. Full-service roofing contractor. On the roof fast. Done right the first time.

21+
Years
500+
Projects
4.7
Rating
21+
Years Experience
500+
Projects Completed
4.7
Star Rating (305+ Reviews)
โœ“
Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Pilot โ€” from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.

roof replacement
FREE ESTIMATE

Roof Replacement

GAF Timberline HDZ shingles with StrikeZone nailing area for Class 4 impact resistance rated to UL 2218. We install the full GAF Roof System. Cobra ridge vent, FeltBuster synthetic underlayment, Starter Match starter strip, and Seal-A-Ridge caps. That qualifies your Pilot home for the Golden Pledge warranty: 25-year workmanship plus 50-year material.

roof repair
SAME-DAY

Roof Repair

Not every problem needs a full replacement. Sometimes it's a blown-off shingle, a cracked pipe boot, or deteriorated valley flashing. We diagnose the actual issue and fix that. We don't upsell you into a new roof you don't need.

storm damage repair
LICENSED

Storm Damage Repair

Wind damage doesn't always look obvious from the ground. Lifted shingles, broken seals, exposed nail heads. You can't see any of that without getting on the roof. Our Pilot inspector does a full 27-point inspection, free of charge.

new roof installation
TOP RATED

New Roof Installation

A new roof installation starts with getting the specs right. Roof pitch determines your material options. Attic space determines ventilation needs. Local code determines underlayment requirements. We handle all of that before the first shingle goes on.

metal roofing
GUARANTEED

Metal Roofing

Corrugated metal and R-panel are cost-effective options for barns, detached shops, and covered patios in Pilot. We install 29-gauge and 26-gauge corrugated with exposed fasteners using neoprene washer screws. For homes, we recommend 24-gauge standing seam with concealed fasteners. Cleaner look, no exposed fastener maintenance. DaVinci composite shake and slate profiles give you the metal longevity with a traditional Virginia aesthetic.

shingle roofing
INSURED

Shingle Roofing

Your shingle choice determines your warranty, your curb appeal, and how your roof handles Virginia weather. We'll show you samples, explain the differences, and let you pick what fits your budget. No pressure.

flat roofing
FREE ESTIMATE

Flat Roofing

Flat roof leaks usually happen at penetrations, seams, or flashing details. We locate the source, repair it properly, and coat the surrounding area. If the membrane is shot, we'll recommend replacement. Not a band-aid.

commercial roofing
SAME-DAY

Commercial Roofing

Our Pilot commercial crews handle everything from small retail strip centers to 50,000 sq ft warehouses. TPO, EPDM, modified bitumen, metal. We're certified installers for all major commercial membrane systems.

gutter installation
LICENSED

Gutter Installation

Gutters aren't glamorous, but they're protecting your foundation, your fascia, and your landscaping. We install seamless aluminum gutters custom-formed on-site from a roll of coil stock. No seams means no leaks.

roof inspection
TOP RATED

Roof Inspection

Our Pilot roof inspections cover shingles, flashing, pipe boots, ridge vent, soffit, gutters, and decking condition. You get a written report with photos. If nothing's wrong, we tell you that.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Fallen tree limb damage requires structural assessment before repair. We check rafter integrity, decking condition, and whether the ceiling joists below were impacted. If structural members are cracked or displaced, you need a framing carpenter before we re-roof. We coordinate with trusted Pilot contractors for structural work. Insurance carriers require separate line items for structural vs. roofing repairs. We document both.

skylight installation
INSURED

Skylight Installation

Skylight replacement is often better than repair on units over 15 years old. VELUX FCM curb-mount replacement skylights install on the existing curb frame. No structural modification needed. Low-E laminated glass with argon fill for energy efficiency. Solar-powered blinds available for light control. VELUX No Leak guarantee when installed with the complete flashing system. Your Pilot home gets more light, better insulation, and a proper warranty.

Why Choose Pilot Roofing & Maintenance?

Trusted by homeowners and businesses across Pilot.

Licensed & Insured

Fully licensed, bonded, and insured in Virginia. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

GAF Master Elite Contractor

Only 3% of roofers earn this certification. It means we can offer the Golden Pledge warranty: 25-year workmanship plus 50-year materials. Best warranty in roofing, full stop.

4.7-Star Google Rating

305+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.

Insurance Claims Handled

Storm damage? We work with your insurance company directly. Free inspection, Xactimate documentation, adjuster meeting on-site. We fight for full replacement when your roof qualifies.

Our Work

Recent Projects

roof replacement project

Roof Replacement

Pilot, VA

roof repair project

Roof Repair

Pilot, VA

storm damage repair project

Storm Damage Repair

Pilot, VA

View All Projects โ†’

Simple Process

How It Works

1

Complimentary Assessment

We climb up, walk the entire roof, and document what we find with photos and measurements. Takes about 30 minutes. You'll see exactly what we see.

2

Your Custom Proposal

Multiple material options at different price points so you can compare. GAF, Owens Corning, CertainTeed. We install all three and let you pick what fits your budget.

3

Professional Crew

No subcontractors. Our crews, our equipment, our supervision. A project manager checks in throughout the day and does a final quality inspection before cleanup.

4

Your Approval

We walk the property with you, show you the finished roof, answer any questions. Then we run the magnetic nail sweep and clean up every scrap of debris.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 305+ reviews
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"Our insurance company tried to lowball us on the storm claim. Pilot Roofing & Maintenance supplemented the estimate and got it approved for $7,000 more. They know the Xactimate system better than the adjuster did."

D
Dan W.
Pilot
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"Needed emergency tarping after a tree hit our roof. They were there in about 3 hours. On a Saturday. Tarped the whole section, removed the branch, and had a crew out Monday morning for the repair."

J
Jason G.
Pilot
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"We were quoted $18,500 for a 32-square replacement with Timberline HDZ. They hit the number exactly. No change orders, no surprise fees. That's rare in this business."

E
Eric M.
Pilot

Service Areas

Areas We Serve

Roofing Pilot and Halifax, Kinsale, Midlothian, Paris, Rocky Mount for 21+ years. Every roof we install gets the same attention whether it's across town or across the county.

Halifax Kinsale Midlothian Paris Rocky Mount Sugar Grove Williamsburg Belle Haven Cascade Daleville
D

Meet the Owner

Derek Roberts

Owner & Lead Contractor

Derek has been serving Pilot for over 21 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ€” but the values haven't changed.

"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 305+ five-star reviews."

License #2705168392 21+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

We recommend GAF, Owens Corning, or CertainTeed. And we're certified by all three, so the choice is yours. In Pilot, the most popular pick is GAF Timberline HDZ in Weathered Wood or Charcoal. For hail-prone areas, look at the impact-resistant versions rated UL 2218 Class 4. We walk you through the options during the estimate.

Here's the process: we inspect your roof for free, document any storm damage with photos, and help you file the claim. Your insurance company sends an adjuster. We meet them on-site and walk the roof together. If approved, we do the work at the agreed price. If the estimate seems low, we supplement it with additional documentation.

Manufacturer warranties range from 30 years to lifetime depending on the shingle line. Our workmanship warranty covers our labor and installation for the term stated in your contract. The best combo is the GAF Golden Pledge: 50-year material plus 25-year workmanship. That's what being a Master Elite contractor gets you.

Age is the biggest factor. If your shingles are 20+ years old and you're seeing curling, cracking, or granule buildup in the gutters, it's time. Other red flags: leaks, missing shingles, daylight in the attic, and your neighbors all getting new roofs (same-age homes in a subdivision often need replacement around the same time).

Absolutely. A new roof shouldn't mean emptying your bank account. We have 0% intro options, low fixed-rate plans, and extended terms up to 12 years. Quick credit check, fast approval, and you can get your roof done this month instead of waiting until you've saved enough.

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 305+ Reviews  ยท  Licensed  ยท  Insured