Questions to Ask Your Roofing Contractor
February 26, 2026

February 26, 2026

The decision to replace or repair the structural covering of your home is one of the most significant investments you will make as a property owner. Your roof serves as the primary barrier between your family and the unpredictable forces of nature, making its integrity a top priority. When you begin the process of vetting a professional for the job, it is easy to feel overwhelmed by the technical jargon and varying price points. However, the success of your project depends largely on the transparency and expertise of the roofing contractor you choose to hire. Asking the right questions at the outset of your relationship not only clarifies the scope of the work but also establishes a foundation of trust. By being inquisitive and thorough, you can ensure that your home receives the highest quality of care and that your investment is protected for decades to come.


Every home has unique architectural needs and environmental challenges that require a customized approach to maintenance. Whether you are dealing with minor storm damage or an aging system that has reached the end of its functional lifespan, the quality of the materials and the skill of the installers are paramount. According to Ruby Home, asphalt shingles are the most common roofing material, used in roughly 80% of roofing projects. While this material is popular for its versatility and cost-effectiveness, the way it is installed determines its ultimate performance. A reputable roofing contractor will be more than happy to explain their process and justify their choice of components. Engaging in an open dialogue allows you to understand the value of the service being provided and ensures that there are no unpleasant surprises once the construction crew arrives at your property.


Verification of Licensing and Insurance


This is the most critical question you can ask any prospective service provider. A professional roofing contractor must carry both general liability insurance and workers' compensation. General liability protects your property in the event of accidental damage during the construction process, while workers' compensation ensures that you are not held legally or financially responsible if a crew member is injured on your job site. Additionally, holding a valid state license indicates that the business has met the minimum competency requirements set by local governing bodies. Always ask to see physical copies of these documents and verify that they are current and active before signing any contracts or providing a down payment.


Confirmation of Permanent Business Address


In the aftermath of major storms, "storm chasers" often move into an area, offering quick repairs at low prices before disappearing just as quickly. A legitimate roofing contractor should have a permanent physical office and a local phone number. This ensures that if you have an issue with your roof a year or two down the line, you know exactly where to find the company to honor their warranty. A local presence also suggests that the company has an established reputation within the community and a vested interest in maintaining high standards of customer service. Avoid working with individuals who operate solely out of the back of a truck without a verifiable business location.


Standard Procedure for Old Roof Removal


Some contractors may suggest saving time and money by installing a new layer of shingles directly over the old ones. While this is sometimes legally permissible, it is rarely the best long-term strategy. A professional contractor will typically recommend a full "tear-off" to inspect the underlying wooden decking for rot, soft spots, or water damage. If new shingles are placed over an unstable surface, the new system will fail prematurely. Removing the old material also allows for the installation of modern ice and water shields, which are essential for preventing leaks in vulnerable areas like valleys and around chimneys. Ensure your estimate specifically includes the cost of debris removal and disposal.


Protection of Landscaping and Driveway Integrity


The process of replacing a roof is inherently messy and involves heavy materials being stripped and tossed from significant heights. You should ask your roofing contractor exactly what steps they take to protect your bushes, flower beds, and lawn during the project. Many professionals use specialized tarps or "catch-all" systems to prevent nails and shingles from littering your yard. Furthermore, heavy dumpsters and supply trucks can crack a residential driveway if not placed correctly. Discussing these logistics ahead of time ensures that the crew is mindful of your property and that the cleanup process is thorough, leaving your home looking exactly as it did before the work began.


Clarity Regarding Material and Labor Warranties


There are typically two types of warranties involved in a major home exterior project: the manufacturer’s warranty on the materials and the contractor’s warranty on the workmanship. A high-quality roofing contractor should offer a clear, written guarantee on their labor, which covers any leaks or defects resulting from improper installation. While the shingles themselves may be rated for 30 or 50 years, that protection is often voided if they are not installed according to specific manufacturer guidelines. Understanding the duration and the limitations of these warranties gives you long-term peace of mind and ensures that the company stands behind the quality of their craftsmanship.


Identification of the On-Site Project Manager


Communication is often the first thing to break down during a major home improvement project. It is important to know who your primary point of contact will be once the work starts. Ask if the person who gave you the estimate will also be the person supervising the crew. A dedicated roofing contractor will provide a project manager who is available to answer your questions and address any concerns in real-time. Knowing who is in charge ensures that the job stays on schedule and that the specific details discussed during the sales process are actually communicated to the laborers performing the physical work on your home.


Request for Recent Local References


A reputable company should be proud of their recent work and willing to share the contact information of satisfied customers. When speaking with references, ask about the contractor’s punctuality, the cleanliness of the job site, and how they handled any unexpected issues that arose during the project. A roofing contractor with a long list of happy local clients is a strong indicator of reliability and professionalism. You can also check online review platforms, but direct conversations with past customers often provide a more nuanced look at what it is actually like to work with the team on a day-to-day basis.


Policy for Handling Unexpected Structural Repairs


Even with the most thorough initial inspection, it is impossible to know the exact condition of the roof deck until the old shingles are removed. If the crew discovers rotted wood or structural issues, you need to know how those costs will be calculated and communicated. A transparent contractor will include a "change order" process in their contract, detailing the cost per sheet of plywood or the hourly rate for additional structural work. This prevents "sticker shock" at the end of the project and ensures that you are only paying for necessary repairs that were properly documented and approved by you before the work was carried out.


Taking the time to ask these questions is the best way to ensure that your home is in capable hands. A roof is more than just a collection of shingles; it is a complex system that requires precision, high-quality materials, and a commitment to safety. By partnering with a professional who values communication and transparency, you can navigate the replacement process with confidence and ease. Roof Masters is dedicated to providing our community with expert craftsmanship and reliable service that stands the test of time. Our team of professionals is ready to answer every question you have and provide the durable, beautiful results your home deserves. We take pride in being a local leader in the industry, focusing on every detail to ensure your total satisfaction. Contact Roof Masters today to learn more about our comprehensive service options and get started on your next project.