Homeowner Guides
How to Choose a Roofing Contractor in Maryland
A roof replacement is one of the biggest checks a homeowner ever writes to a contractor they barely know. Getting the company right matters more than getting the shingle brand right — a great material installed badly is a bad roof, while an average material installed well protects your home for decades. Here's how to evaluate Maryland roofing contractors the way a professional would.
Step 1: Verify the MHIC License
Maryland requires home improvement contractors to be licensed by the Maryland Home Improvement Commission (MHIC). This isn't a nice-to-have — it's the law for jobs over a certain size, and it gives you real protections, including access to the MHIC Guaranty Fund if a licensed contractor damages your home or fails to finish. Ask for the contractor's MHIC number and look it up yourself on the MHIC website; don't take a number printed on a flyer at face value. While you're there, check for complaints and confirm the license is current. (Ours is MHIC #24398 — you're welcome to verify it.)
Unlicensed contractors tend to show up in two forms: the out-of-state storm chaser with a magnetic sign on a pickup, and the “guy who does roofs on the side” a neighbor recommends. Both can be cheaper. Both leave you with no recourse when something goes wrong — and on a roof, “something goes wrong” usually means water inside your house.
Step 2: Confirm Insurance — and Get the Certificate
A legitimate roofing contractor carries two kinds of insurance: general liability (covers damage to your property) and workers' compensation (covers injuries to the crew). Ask for a certificate of insurance and verify it with the insurer — certificates are easy to fake, and a lapsed policy won't help you when a worker falls off your roof. If a contractor tells you they're exempt from workers' comp because everyone on the crew is a subcontractor, understand what that means: you have no protection if someone gets hurt on your property.
Step 3: Get Three Estimates — and Compare Apples to Apples
Three detailed written estimates is the standard advice, and it works — but only if the estimates describe the same job. A quote that says “new roof” and a price is not comparable to one that itemizes tear-off, decking replacement terms, ice-and-water shield, underlayment, flashing work, ventilation changes, shingle type, and cleanup. The vague quote almost always hides cost increases that appear mid-project.
When the numbers come in, be suspicious of the outlier in either direction. Dramatically cheaper usually means corners you can't see: reusing flashing, skipping ice-and-water shield, overlaying instead of tearing off (see our guide to tear-off vs. overlay), or day-labor crews without insurance. Dramatically more expensive doesn't automatically mean better — ask what the premium buys. The best value is usually the contractor who explains their price in terms of specific work, not the one who just names a number with confidence.
Step 4: Check References and Real Local Work
Ask for references from jobs completed at least a year ago — a roof that looks good on day one and leaks in year two tells you more than any fresh testimonial. Better yet, ask for addresses of completed jobs in your area and drive by. You're looking for straight shingle lines, clean flashing details, and tidy drip edge — the visible signs of a careful crew. Homeowners in Annapolis, Baltimore, and Frederick can see our work across every housing style in the state, from waterfront colonials to city rowhomes.
Online reviews matter, but read them like a detective. A healthy company has mostly positive reviews with a few negatives and — this is the key part — professional, specific responses to the negatives. A perfect five-star record across hundreds of reviews can be bought; a company that calmly addresses a real complaint can't be faked as easily.
Step 5: Read the Contract Before You Sign Anything
Maryland's MHIC rules require certain contract terms, but you should insist on specifics regardless: exact materials (brand, line, and color), tear-off vs. overlay, what happens if decking needs replacing and what it costs per sheet, ventilation changes, flashing replacement scope, start and completion dates, payment schedule, and warranty terms for both materials and workmanship. Never sign a contract with blank fields or “to be determined” on the scope of work. If insurance is involved, be careful about signing anything that assigns your claim proceeds or gives the contractor power of attorney over your claim — our insurance claim guide covers what's normal and what isn't.
On payment: a reasonable deposit (often around a third or less) with the balance due on completion is standard. Full payment upfront is not. And be wary of anyone who demands cash or a check made out to an individual instead of the company.
Red Flags That Mean Walk Away
- Door-to-door after a storm with a “today only” price. Maryland gets its share of storm-chasing outfits. Legitimate local roofers are busy after storms too — they don't need countdown tactics or to scan your neighborhood for takers.
- No local office or local phone number. Ask where the company is based and how long they've served the area. A contractor with no local presence won't be around for warranty service.
- Refuses to go in the attic. Ventilation, decking condition, and insulation can't be judged from the driveway. No attic access means no real assessment.
- Won't provide insurance certificates or references. There is no legitimate reason to refuse either one.
- Pressure to sign before the adjuster visits. If an insurance claim is involved, no contractor should rush you into a contract before the scope is established.
- “We'll cover your deductible.” Waiving or absorbing deductibles is insurance fraud in most contexts. A contractor who offers this casually is telling you how they do business.
Questions Worth Asking Every Contractor
Use these in every conversation — the good contractors answer easily, and the bad ones get uncomfortable:
- What is your MHIC license number, and can I verify it?
- Will you provide current certificates of general liability and workers' comp?
- Who will actually be on my roof — your employees or subcontractors?
- Is this a tear-off or an overlay, and why?
- What underlayment and ice-and-water shield do you use, and where?
- Are you replacing the flashing, or reusing it?
- How are you handling ventilation — intake and exhaust?
- What happens if you find rotted decking, and what does a sheet cost?
- What are the material and workmanship warranties, in writing?
- How do you protect my landscaping, and how thorough is your cleanup — including nails?
The Bottom Line
Choosing a roofer is really about choosing who you'll call when something goes wrong in year three. Licenses, insurance, and contracts are the floor. Above that, hire the contractor who explains things clearly, documents everything, has a local reputation to protect, and treats your questions as reasonable — because they are. Nucci Brothers Roofing has served Maryland homeowners since 1986, and we're happy to answer every question on this list. Request a free estimate or call (301) 458-1003 — and use this guide to hold us to the same standard as everyone else.
Serving Homeowners Across Maryland
We help homeowners choose the right contractor — even when that contractor isn't us — in Annapolis, Baltimore, Columbia, Frederick, and communities across Maryland. Contact us for an honest assessment of your roof.
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Whether you're dealing with storm damage or planning a roof replacement, Nucci Brothers Roofing can help you understand your options.

