44 Questions to Ask Your Roofing Contractor Before You Sign Anything
Before hiring a roofing contractor, ask these 44 questions to protect yourself from substandard work, hidden costs, and warranty gaps. A trustworthy contractor will welcome every question on this list — if they dodge or get defensive, that tells you everything you need to know. This list is based on our experience as an Owens Corning Platinum Preferred Contractor serving Maryland's Eastern Shore, where we've seen the damage caused by homeowners who hired without asking enough questions.
Credentials & Licensing (Questions 1–8)
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What is your Maryland MHIC license number? Verify at dllr.state.md.us — legally required for work over $500.
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Do you carry general liability insurance? What are your coverage limits? Ask for a certificate of insurance sent directly from the contractor's insurance carrier or agent rather than forwarded by the contractor — $1M minimum recommended.
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Do you carry workers' compensation insurance? Without it, YOU could be liable if a worker is injured on your property.
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What manufacturer certifications do you hold? Owens Corning Preferred/Gold/Platinum, GAF Master Elite, CertainTeed SELECT — each determines your warranty options.
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How long have you been in business on the Eastern Shore?
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Do you have a physical office I can visit? Storm chasers operate from trucks and hotel rooms.
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Are you licensed in Delaware if my property crosses the state line? Important for Delmar and border-area homes.
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What is your BBB rating and do you have any unresolved complaints?
Pricing & Contract (Questions 9–16)
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Will you provide a written estimate with line-item pricing?
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What is included in the quoted price? Tear-off, disposal, underlayment, shingles, flashing, ridge vent, cleanup, permits — all should be itemized.
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What is NOT included that might add cost? Decking repair is the most common add-on — ask how it's handled.
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What is your payment schedule? Standard: 10–30% deposit, balance on completion. Never pay 50%+ upfront.
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Do you offer financing? 0% options are available — ask about terms and qualifications.
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How do you handle change orders if additional work is needed?
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Is there a cancellation clause? What are the terms?
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Will you match or beat a competitor's written estimate? Price isn't everything — but the answer tells you about their confidence. Three written estimates is the practical number to compare, and all three should quote the same shingle line, underlayment, and ventilation scope — otherwise you are comparing different roofs rather than different prices. A bid far below the others usually excludes something: decking allowance, code upgrades, or crew supervision.
Materials & Installation (Questions 17–28)
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What shingle brand and product do you recommend, and why?
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What wind rating do the recommended shingles carry? On the Eastern Shore, 130 mph minimum is essential. Owens Corning Duration with SureNail meets this standard.
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Do the shingles have algae protection? Critical in the Eastern Shore's 70–80% summer humidity. StreakGuard prevents black streaks.
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What underlayment do you use — felt paper or synthetic? Synthetic is superior and should be standard.
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Where do you install ice and water shield? Eaves, valleys, and around all penetrations — minimum.
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What type of ridge vent do you install?
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How do you handle flashing around chimneys, skylights, and vents?
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Do you use hand-nailing or a nail gun? Both are acceptable when done properly — the key is correct placement in the nailing zone.
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What is your nail pattern — how many nails per shingle?
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How do you ensure proper attic ventilation?
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Will you replace damaged decking plywood? At what cost per sheet? Expect $75–$150 per sheet. We find decking damage on about 28% of replacements.
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Do you install drip edge along all eaves and rakes?
Warranty (Questions 29–34)
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What warranty do you offer on materials?
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What warranty do you offer on workmanship?
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Who backs the workmanship warranty — you or the manufacturer? Owens Corning backs workmanship for Platinum contractors. Most other warranties are only backed by the installing contractor.
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Is the warranty transferable to new homeowners? Platinum Protection is fully transferable — a selling point that adds value to your property.
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What voids the warranty?
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Can I see the warranty documentation before signing?
Process & Timeline (Questions 35–40)
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When can you start?
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How long will the project take? Most roof replacements take 1–3 days.
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Who will be my on-site project manager? How do I reach them?
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Will you use your own employees or subcontractors?
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Do you handle building permits?
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What happens if weather delays the project?
Cleanup & After (Questions 41–44)
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How do you protect my landscaping and property during installation?
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Do you use magnetic nail sweeps after the project?
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What does your final cleanup include?
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Will you do a final walkthrough with me before considering the job complete?
What Good Answers Sound Like on Crew, Schedule, and Communication
On the crew (questions 37–38): a typical residential replacement runs 4 to 6 crew members plus a supervisor who is not doing manual labor, so quality problems get caught the same day. Ask specifically about coastal experience — salt air requires stainless steel fasteners within about 5 miles of the Chesapeake Bay, since standard galvanized nails corrode in 5 to 7 years.
On the schedule (questions 35–36): during peak season good contractors are usually booked 2 to 4 weeks out. A contractor with no wait time at all is worth a second look, and so is one who quotes 4 to 5 days for a standard home — or claims a full tear-off and replacement in four hours.
On communication (question 37): you should have one named point of contact for the whole project rather than a rotating call center, daily updates on multi-day jobs, photos of key installation stages, and immediate notification if anything unexpected turns up.
Why This List Matters
A contractor who answers all 44 questions confidently and transparently is a contractor you can trust. At Precision Exteriors, we welcome every one of these questions because our answers are strong — Owens Corning Platinum Preferred (Owens Corning's highest contractor tier), BBB A+ with zero unresolved complaints, MHIC #166640, full insurance, written line-item estimates, and the industry's strongest warranty.
Verify These Five Credentials Before You Call
Every Maryland roofer you consider should clear five checks. 1. Maryland MHIC license — legally required for home improvement work over $500. Verify status, expiration, and complaint history at dllr.state.md.us. 2. General liability insurance — $1 million minimum; ask for the certificate of insurance rather than a verbal claim. 3. Workers' compensation insurance — without it, you can be held liable if a worker is injured on your property. 4. Manufacturer certifications — verify them directly at the manufacturer's contractor locator, not just on the contractor's own website. Owens Corning tiers run Preferred, Gold Preferred, and Platinum Preferred (Owens Corning's highest contractor tier), and the tier determines the warranty you can receive. 5. BBB rating and complaint history — the letter grade matters, but patterns in the complaints matter more.
Pre-Contact Research Checklist
Before you even schedule an estimate: verify the MHIC license online, check the BBB rating and the complaint detail, read detailed Google reviews looking for recurring issues with cleanup, communication, or warranty service, and confirm the company lists a physical office address. Precision Exteriors operates two offices — Cambridge (118 Riverside Dr) and Salisbury (1525 Edgemore Ave, Suite 10) — and holds MHIC #166640, DE #2021867854, and PA #189209.
What Should Happen During the Estimate Visit
The estimator should inspect the roof from the exterior — walking it when safely accessible, or using binoculars or drone photography — and should also inspect the attic for decking condition, ventilation, and moisture signs from below. You should receive a written estimate with line-item pricing rather than a single lump sum. The estimate should specify material brand, product name, and color, and should state whether decking repair is included or billed separately. Tear-off, disposal, permits, and cleanup all belong in the total. Nobody should pressure you to sign on the spot.
Red Flags — Walk Away If You See These
🚩 No MHIC license number, or one that can't be verified online. 🚩 A deposit demand above 30% (standard is 10–30%). 🚩 Verbal-only or single-number handwritten quotes. 🚩 No physical office address. 🚩 A knock on your door after a storm. 🚩 A price dramatically below every other bid — corners get cut somewhere. 🚩 Refusal to provide three or more local references. 🚩 Defensiveness about insurance, licensing, or warranty details. 🚩 "This price is only good today" urgency tactics. 🚩 Out-of-state plates on the work truck. 🚩 Asking you to pull the building permit.
Local Contractor vs. Storm Chaser
Local contractors keep permanent offices in the community, hold certifications that take years to earn, have verifiable local references, and will still be here for warranty service decades from now. Precision Exteriors was founded in 2021. Storm chasers arrive from out of state after major weather events, sign contracts fast at low prices, often use untrained labor and inferior materials, and leave the area long before warranty issues surface — we see them working Dorchester, Wicomico, and Talbot counties after every significant storm.
Why Certification Level Decides Your Warranty
An uncertified contractor can offer only the manufacturer's basic material warranty with no workmanship coverage — if the installation is wrong, you have no recourse through the manufacturer. Only a Platinum Preferred contractor can offer the full Platinum Protection Limited Warranty: 50-year material coverage, 25-year workmanship coverage backed by Owens Corning rather than the installer alone, and full transferability to new homeowners. If the contractor goes out of business, that backing still stands.
Contract Review Checklist
Before you sign, confirm in writing: exact materials by brand, product, and color; total cost with line-item breakdown; payment schedule; start date and estimated completion; warranty terms for materials and workmanship with who backs each; the change-order process; cancellation terms; permit responsibility (the contractor's); cleanup and damage-repair responsibility; and the contractor's MHIC license number printed on the contract, which Maryland law requires.
After the Project Checklist
Walk the property with your contractor for a final inspection. Confirm nail sweeps were completed and gutters cleared. Collect warranty documentation in writing, permit sign-off from the county inspector, and before-and-after photos for your records and insurance file. Make sure you know exactly how to reach the contractor for warranty service.
See our roofing cost guide for current pricing on every material.
Call (443) 675-6485 to put us to the test, or get your free estimate.
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