The Nest

NestApple's Real Estate Blog

Featuring real estate articles and information to help real estate buyers and sellers. The Nest features writings from Georges Benoliel and other real estate professionals. Georges is the Co-Founder of NestApple and has been working as an active real estate investor for over a decade.

What to Ask Roofing Contractors Before Hiring (2026)

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If you need a new roof or roof repairs, hiring the right roofing contractor is essential to ensuring the job is done right.  So, how do you make sure you’re hiring the best person for the job? Roofing Contractors In this guide, we’ll walk you through the questions to ask a roofer before hiring and share tips on how to hire a roofer who will get the job done correctly and efficiently.

1. Experience and Background: Questions to Ask a Roofer

When choosing a roofing contractor, it’s important to understand their level of experience. Questions to ask roofing contractors should go beyond just how long they’ve been in business. Instead, ask about their overall experience in the roofing industry, including the specific types of roofs they’ve worked on. This will give you a clearer picture of their capabilities and ensure they have the expertise needed for your project.

2. Insurance and Licensing: Essential Qualifications

Before hiring a roofer, always verify that they have the necessary credentials to protect you and your property. Ask the contractor to provide proof of insurance coverage (at least $1 million in general liability) and to ensure they have the proper licensing required by your local municipality or state. What to ask roofing contractors here is simple: Can they show proof of insurance and licenses? It’s important to choose someone who is not only qualified but also financially stable.

3. Written Estimates: Getting Clear Details

One of the most important steps in the hiring process is receiving a written estimate. A reputable roofer should provide a detailed breakdown of the work to be done, including the materials to be used, the timeline, and whether any subcontractors will be involved. Be sure to ask for clarity on each aspect of the project and ensure the estimate is comprehensive. This will prevent surprises or hidden costs down the road.

4. Roof Inspection: Thorough Assessment Before Work Begins

A good contractor will perform a thorough roof inspection before starting any work. They should check not just the shingles, but also the roof deck, attic, flashing, and other roof penetrations. By asking your contractor how they assess the full scope of your roof’s condition, you’ll have a better understanding of the work needed and ensure no issues are overlooked.

5. Proper Ventilation: Understanding Roof Health

Did you know that proper attic ventilation plays a crucial role in extending the life of your roof? Ask your roofer if they will assess your attic ventilation during the inspection and explain the importance of a properly ventilated roof. Poor ventilation can lead to mold, moisture buildup, and premature roof damage. What to ask roofing contractors here is: “How do you ensure proper ventilation?”

6. Roofing Systems: Understanding the Full Picture

When you’re hiring a roofer, make sure they explain how a proper roofing system works. Your contractor should walk you through the individual components (such as underlayment, ice barriers, shingles, and flashing) and how they work together for optimal performance. If your roofer isn’t willing to explain the entire system, it could be a red flag.

7. Ice and Water Barriers: Protection Against the Elements

If you live in a region with extreme weather conditions, such as heavy snow or wind-driven rain, your roof may need special protection. Be sure to ask your contractor about the ice and water barriers they will use. A good contractor will explain why these barriers are necessary and recommend the best options based on your local climate.

8. Shingle Styles and Warranties: Making the Right Choice

There are many different shingle styles and colors to choose from, and your roofer should help you pick the right option for your home. Be sure to ask about differences in performance across shingle types, such as solar reflectance or impact resistance. Also, make sure they clearly explain the warranty coverage for both workmanship and materials, so you know who to contact if any issues arise after installation.

9. Communication and Schedule: Ensuring a Smooth Process

Effective communication is key to a successful roofing project. Pay attention to how the contractor responds to your questions and whether they clearly communicate the project timeline. A reliable roofer will not only give you an estimate but will also provide a general timeline for when the work will begin and end. Ask about the contractor’s availability and whether they can fit your project into their schedule.

10. Payment Terms and Financing: Protect Yourself

Clear payment terms are essential before you sign any contracts. Avoid paying the full cost of the roof upfront. A professional contractor will expect payment upon completion, with larger projects requiring a different schedule. If you’re concerned about financing, ask if the contractor offers financing options. Contractors offering financing typically have a stable financial background, making them a safer choice for your roofing project.

How to Hire a Roofer: The Bottom Line

Choosing the right roofing contractor doesn’t have to be overwhelming. By asking the right questions to ask a roofer and understanding what to look for in a professional, you can feel confident in your decision. 

If you’re looking for expert guidance on roof repairs or replacements, a reliable contractor like Forever Exteriors can help ensure the job is done right, with transparency and quality at every step.



Written By: Georges Benoliel

Georges has been working in Wall Street for the last 16 years trading derivatives with hedge funds. He has been an active real estate investor for over a decade. Georges graduated from HEC Business School in Paris and holds a master in Finance from ESADE Barcelona.

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