The 5 Questions Your Winston Salem Roofing Contractor Doesn’t Want You to Ask

Do you have a spare $6,426? Neither do we, make sure you ask these questions to your Winston Salem roofing contractor.

According to recent reports, that is the low-end average cost for a shingle roof replacement in North Carolina. At that price, local homeowners are in for a lot of heartaches if they invest their hard-earned money with the wrong Winston Salem roofing contractor.

One of the best ways to ensure you choose the best roofing contractor in your area is also one of the simplest. Ask the questions your roofing contractor doesn’t want you to ask. Five straightforward questions can be the difference between coping with a high-stress, long-term situation, or enjoying an investment in your home.

Every family deserves a strong roof to protect their home—and asking these 5 questions can help you get it.

The 5 Questions Your Winston Salem Roofing Contractor Doesn’t Want You to Ask

#1. Are you licensed and insured?


As our community’s local roofing experts, we believe this is the first question every homeowner should be asking. Licenses vary from one state to another, so the requirements for licensing vary, too. But if you’ve got a potential roofing company’s business name and license details, you can check that a license is valid.

Current licensing also gives homeowners added reassurance. A currently licensed roofing contractor has provided proof of ID, education, and work experience. They have verified their address, passed background and credit checks, and paid a licensing fee. Generally speaking: they are who they say they are.


Insurance is a necessity for every contractor. The bare minimum insurance coverage your roofing contractor should have is liability insurance. Liability protects your property—and people on your property—should something go wrong. To find out your state’s roofing insurance requirements, check your state or city website. Once you’ve got the exact liability insurance figure required, you can ask potential contractors before you decide who to trust with your home.

A reputable contractor should be able to give you their exact figure over the phone. If not, perhaps you’ve caught them at a bad time—they’re on a job, they’re with another client, etc.—in which case they should easily be able to come back to you with the number. If a contractor seems hesitant, or indecisive, or can’t provide the information you ask for at all, it is a clear sign you should be looking elsewhere.

Bonus: Check for any certifications your potential contractor may have examples include skylight specialists by Velux, flat roofing certifications from Mule Hide, and Asphalt shingle certifications from Owens Corning.

#2. How will you protect my property during our roofing project?

While your roofing contractor is there to fix or replace your roof, there are many moving parts that go into roof replacement. The key to a straightforward, stress-free roof installation for you—as the homeowner—is in knowing what to expect from your roofing contractor. If they can’t give you a clear answer as to how they will protect your property, it’s a good idea to explore your options.

Some areas to consider are:

The exterior of your home

How will your contractor handle removing the old roof and installing the new one? This information is crucial in how you prepare your property—and how much your roof replacement imposes on your life.

Your lawn

Being prepared—or having a roofing contractor who is prepared—for dealing with your lawn and landscaping will add greatly to your peace of mind. You should understand where your roofing company will store their equipment, where they will dispose of waste, and how they will move around your property to minimize any risk of damage to your lawns.

This can be especially valuable if you have invested significant time or money in landscaping your gardens. Having heavy-footed contractors tracking back and forth across your lawn for hours or days at a time can soon become an eyesore, and ruin your hard work.

Your guttering

Ladder stabilizers or standoffs should be a staple in any roofing contractors’ equipment list.

Stabilizers stop ladders from leaning directly on your guttering, which damages both your gutter system and your roof. A quality roofing company understands the value of protecting your roof and offering the best long-term solution to your roofing issues. If they don’t invest in these valuable tools and equipment, they could be doing more harm than good to your property.

#3. How long will this roofing project take?

Knowing how long a roof repair or replacement will take helps you plan for other repair or renovation work. It is also handy if you need to schedule events—birthday parties and backyard celebrations, for example. In addition to this, understanding how long work takes will help you to understand if there is a problem you need to be aware of.

Firstly, though, it’s important to know that the time it takes to complete a project varies from roof to roof. Just like no two roofs are the same—although, with some of the new builds in our local area, it may look as though they are—no two projects are ever identical.

The good thing is that an experienced, professional roofing expert knows how long a straightforward roof replacement will cost. They take into account hold-ups due to weather or delivery issues.

They take into account when they can start work on your home, and when they need to be at another property. All of this ensures that a reliable roofer will be able to give you a clear idea of what to expect. This is something every homeowner deserves from their roofing company in all areas—clear delivery times, accurate pricing, and professional communication.

#4. What happens if the weather turns bad unexpectedly?

The weather can be unpredictable. If you’re a North Carolina local—like us!—you know this better than anyone. Torrential rain and heavy dumps of snow are incredibly frustrating for your roofing project, too. Your roofing contractor has no control over the weather, but they can make sure your property is physically covered if your roof installation or repair gets put on pause.

By asking what they will do in the event of a storm or short-term hold on your roofing work, you’ll know what kind of value your potential roofing company places on their clients.

#5. Who will I be dealing with on-site during the roof replacement?

This question is incredibly valuable. Not only does it establish who you have contact with—and who is in charge of the roofing crew—but it also establishes who should be updating you on your roof’s progress.

A roofing crew—even an experienced team of professionals—should always have a team leader, supervisor, or project manager. If your roofing company can’t offer that, it means that their team doesn’t have professional on-site guidance. With so many moving parts making up a roofing installation, this is a major risk.

And one you don’t want to be taking with your biggest investment—your home.

Bonus Question: Do you use independent roofing subcontractors?

As part of knowing who is in charge of your site, it’s also important that you know whose team is working on your property. The questions you ask your contractor are also relevant to subcontractors on your property—and you have a right to know the answers.


Selecting a professional roofing contractor is a big deal no matter if you need a roof repair or a roof inspection for storm damage. Your home is likely to be one of the biggest investments you make in your life—and you should only trust it to a roofing contractor who takes the job as seriously as you do.

Now that you’ve got the questions your roofing contractor doesn’t want you to ask—it’s time to get the answers that matter.

If you’re a part of the Winston-Salem community, start with our team at Grace Roofing and Construction.