Hiring a roofing contractor is a significant decision. Whether you need a small repair or a complete roof replacement, you want to understand who will be working on your home, what work is being proposed, which materials will be used, and what happens if unexpected conditions are discovered.
The best way to compare roofing contractors is to ask specific questions before signing a contract.
A detailed conversation can reveal much more than simply comparing estimates. It can help you understand differences in materials, installation methods, warranties, project scope, communication, and contractor qualifications.
Here are some of the most important questions homeowners should ask before hiring a roofing contractor.
1. Are You Properly Licensed or Registered?
Start with the basics.
Contractor requirements differ between Washington and Oregon, so homeowners should verify that the company is properly authorized to perform work in the state where the property is located.
In Washington, contractors are required to register with the Washington State Department of Labor & Industries. Registration requires applicable bonding and general liability insurance.
In Oregon, construction contractors generally must be licensed through the Oregon Construction Contractors Board. CCB licensing also includes applicable bonding and general liability insurance requirements.
Do not simply ask, “Are you licensed?”
Ask for the contractor’s registration or license information and verify it through the appropriate state agency.
This is particularly useful for homeowners comparing contractors for roofing projects around Vancouver, because Washington contractor registration can be checked directly through the state’s Department of Labor & Industries.
For Oregon projects, homeowners can verify CCB licensing before hiring a contractor for work on their property.
2. Are You Bonded and Insured?
Licensing or registration and insurance are related, but they are not the same thing.
Ask the contractor about the insurance and bonding that applies to the business and verify the information when appropriate.
General liability insurance is designed to address certain claims involving bodily injury or property damage, subject to the terms of the contractor’s policy.
A contractor bond serves a different purpose and should not be confused with liability insurance.
If the contractor has employees, you can also ask about workers’ compensation coverage where applicable.
Rather than assuming that the words “licensed, bonded, and insured” guarantee the quality of the contractor’s work, consider them basic qualifications that should be verified before moving on to the rest of your evaluation.
3. How Much Experience Do You Have With This Type of Roofing Project?
Years in business are useful information, but the contractor’s relevant experience is even more important.
If you have a recurring leak, ask whether the contractor regularly performs leak diagnosis and roof repairs.
If you’re replacing the entire roof, ask about experience with the roofing system being recommended.
If you’re considering metal roofing, ask specifically about experience installing that type of system.
Different roofing projects require different skills.
A contractor who performs a large number of asphalt shingle replacements may have a different background from one specializing in commercial flat roofing, metal roofing, or complex repair work.
The contractor should have experience relevant to what your roof actually needs.
4. What Did You Find During the Roof Inspection?
Before discussing products and prices, ask the contractor to explain the condition of your existing roof.
Depending on the project, important findings may involve:
- Roofing materials
- Flashing
- Valleys
- Roof penetrations
- Chimneys
- Skylights
- Roof edges
- Gutters and drainage
- Visible decking conditions
- Signs of leaking
- Attic ventilation
Ask the estimator to explain what was observed and why a repair or replacement is being recommended.
If the contractor recommends a complete new roof, you should be able to understand the reasons behind that recommendation.
Likewise, if the problem can be repaired, the contractor should be able to explain what will be repaired and why.
5. Does My Roof Need Repair or Replacement?
Not every leak means you need a new roof.
A localized problem may sometimes be addressed with a professional repair when the surrounding roofing remains serviceable and the damaged area can be properly integrated with the existing system.
Ask:
Why are you recommending repair instead of replacement?
Or:
Why are you recommending replacement instead of repairing this area?
The contractor should be able to explain the recommendation based on the roof’s actual condition.
A homeowner should not feel pressured toward a complete replacement simply because a roofing problem exists.
At the same time, continuing to make isolated repairs may not make sense when deterioration is widespread or the existing roof has multiple problems.
6. What Roofing Material Do You Recommend, and Why?
There is no single roofing material that is automatically best for every home.
The appropriate choice depends on factors such as:
- Roof design
- Roof slope
- Budget
- Appearance
- Maintenance preferences
- Product specifications
- Structural considerations
- Homeowner priorities
A contractor should be able to explain why a particular roofing material is being recommended for your home rather than simply telling you which product they prefer to sell.
For example, asphalt shingles may provide an appropriate combination of cost, appearance, and availability for many homeowners, while another homeowner may prefer the characteristics of a metal roofing system.
Our guide to choosing the right roofing material provides a more detailed comparison of common options.
7. What Specific Roofing Product Will You Install?
Do not stop at “asphalt shingles” or “metal roof.”
Ask for the specific:
- Manufacturer
- Product line
- Color
- Roofing-system components
- Underlayment
- Starter material
- Ridge material
- Applicable accessories
Different products from the same manufacturer can have different specifications and warranty options.
Knowing exactly what is being proposed also makes it much easier to compare estimates from different contractors.
Two contractors may both propose an asphalt shingle roof while actually offering very different roofing systems.
8. What Is Included Beneath the Shingles?
The visible roofing material is only one part of the system.
Ask what will be installed beneath and around it.
Depending on the project, this may involve:
- Roof deck protection
- Underlayment
- Leak-barrier products where applicable
- Starter shingles
- Flashing
- Valley components
- Ridge materials
- Ventilation components
You do not need to become a roofing expert before hiring a contractor.
The important thing is that the contractor can explain what is included and why the components are part of the proposed roofing system.
9. How Will You Handle Flashing?
Flashing is an important part of keeping water out of vulnerable roof transitions and penetrations.
Ask how the contractor plans to address flashing around areas such as:
- Chimneys
- Skylights
- Walls
- Valleys
- Plumbing penetrations
- Roof edges
- Other transitions
Existing flashing should not simply be ignored during the estimating process.
The appropriate work depends on its condition, design, roofing system, and project scope.
Ask whether flashing will be replaced, reused, modified, or evaluated once roofing materials are removed.
10. Will You Evaluate the Roof Ventilation?
Attic ventilation should be considered as part of the roofing system when applicable to the home’s construction.
Ask whether the contractor will evaluate existing intake and exhaust ventilation when planning a roof replacement.
More ventilation is not automatically better.
A properly designed vented attic needs appropriate intake and exhaust pathways, and ventilation openings should not be obstructed by insulation or other materials.
The contractor should evaluate the existing configuration instead of simply adding vents without considering how the system is intended to function.
11. What Happens if You Find Damaged Roof Decking?
Some conditions cannot be fully evaluated until the existing roofing materials are removed.
Roof decking is one example.
A contractor may see indications of a problem during the inspection, but concealed deterioration can sometimes become visible only after tear-off.
Ask before the project starts:
- How will damaged decking be documented?
- How will I be notified?
- How is replacement decking priced?
- Will additional work require my approval?
- How will changes appear on the final invoice?
These questions can prevent misunderstandings once construction begins.
12. Will You Remove the Existing Roofing?
Do not assume every roofing proposal includes the same tear-off work.
Ask exactly what will happen to the existing roofing materials.
If removal is included, ask whether the contractor plans to expose the roof deck and inspect accessible decking before installing the new roofing system.
The project’s written scope should clearly identify the work being proposed.
For homeowners planning a complete roof replacement, understanding what happens to the existing roofing is just as important as knowing which new shingles will be installed.
13. What Manufacturer and Workmanship Warranties Are Included?
Roofing warranties can be confusing because more than one type of coverage may apply.
Ask about both:
Manufacturer coverage
This applies to the roofing products and is subject to the manufacturer’s warranty terms.
Contractor workmanship coverage
This applies to installation workmanship according to the contractor’s warranty terms.
Some roofing systems installed by qualifying contractors may also be eligible for enhanced manufacturer warranty options.
Ask:
- What warranty is included?
- Who provides it?
- What does it cover?
- What exclusions apply?
- Does it require registration?
- Are specific roofing-system components required?
- Is there a separate workmanship warranty?
J&J provides additional information about its available roofing warranty options.
Do not choose a roof simply because one contractor advertises a larger number of warranty years. The actual terms and coverage are what matter.
14. Are You Certified or Credentialed by the Roofing Manufacturer?
If a contractor advertises manufacturer certification, ask what that credential actually means.
Some manufacturers establish contractor programs with requirements related to training, business qualifications, installation practices, or warranty eligibility.
J&J Roofing & Construction holds GAF Master Elite contractor status.
Manufacturer credentials can be useful when they relate directly to the roofing system and warranty being proposed, but they should be considered alongside licensing, experience, reputation, scope of work, and communication.
A certification should complement your evaluation of the contractor, not replace it.
15. Can I See Reviews or Examples of Previous Work?
Ask where you can see examples of completed projects and customer feedback.
Reviews can provide useful insight into:
- Communication
- Reliability
- Workmanship
- Scheduling
- Cleanup
- Problem resolution
- Overall customer experience
Look for patterns across multiple reviews rather than making a decision based on one unusually positive or negative experience.
If the contractor can provide examples of projects similar to yours, those can also help you understand what the proposed roofing system looks like when installed.
16. How Will You Protect My Property?
Roofing work affects more than the roof.
Tear-off and installation can involve debris, equipment, ladders, material deliveries, trailers, and workers moving around the property.
Ask how the contractor plans to protect:
- Landscaping
- Siding
- Windows
- Driveways
- Decks
- Outdoor furniture
- HVAC equipment
- Other areas around the house
The appropriate plan depends on the layout of the property.
This is particularly relevant when working on homes across the Portland metro, where lot sizes, landscaping, driveway access, neighboring structures, and staging areas can vary substantially from property to property.
The contractor should consider those conditions when planning the project.
17. How Will You Handle Cleanup?
Ask what cleanup is included before the project begins.
Roof replacement can produce old shingles, nails, packaging, underlayment, flashing, and other debris.
The contractor should be able to explain how materials will be contained and removed from the property.
Ask whether cleanup is part of the written scope and whether the company performs a final inspection of the work area.
Cleanup should not be treated as an afterthought.
18. What Is the Expected Project Schedule?
A contractor should be able to give you a reasonable idea of scheduling, but be cautious about treating an estimated completion date as an unconditional guarantee.
Roofing schedules can be affected by:
- Weather
- Roof size
- Roof complexity
- Material availability
- Permitting
- Access
- Decking repairs
- Unexpected conditions
Ask when the contractor expects the project to begin, how scheduling changes are communicated, and what happens if weather interrupts the work.
A responsible contractor should also have a plan for protecting the home when roofing work cannot be completed before weather changes.
19. How Will Changes to the Project Be Handled?
This is one of the most important questions homeowners can ask.
If additional work becomes necessary after construction begins, find out how the contractor handles it.
Ask:
- Will the issue be documented?
- Will someone explain why the additional work is necessary?
- Will I receive the price before the additional work proceeds?
- Do I need to approve a change order?
A homeowner should understand changes to the agreed scope rather than discovering unexpected charges only when the final invoice arrives.
20. Does This Project Require a Permit?
Permit requirements can vary depending on the location and scope of the roofing project.
Ask whether permits are required for the work being proposed and, if so, who is responsible for obtaining them.
If there is any uncertainty, requirements can be confirmed with the local building authority.
Do not assume that every roofing project in every city follows identical permitting rules.
21. What Exactly Is Included in the Price?
Before choosing between roofing estimates, make sure you understand what each price represents.
A roofing proposal may include differences involving:
- Tear-off
- Disposal
- Roofing products
- Underlayment
- Flashing
- Ventilation
- Decking allowances
- Property protection
- Cleanup
- Permits
- Manufacturer warranties
- Workmanship warranties
A lower price does not necessarily mean poor workmanship, just as a higher price does not automatically mean better workmanship.
The goal is to compare similar scopes of work.
If one proposal is significantly different in price, ask why.
22. Who Will I Communicate With During the Project?
Find out who your point of contact will be after you sign the contract.
Ask who you should call if:
- You have a question
- The schedule changes
- The crew discovers unexpected damage
- Weather interrupts the project
- You have a concern about the work
- You have a warranty question after completion
Good communication is easier when homeowners know who is responsible for keeping them informed.
Don’t Be Afraid to Ask Detailed Questions
A roof is a significant part of your home, and you should understand what you are purchasing.
A roofing contractor should be willing to explain the proposed work in language you can understand.
You do not need to know every technical detail before hiring a roofer, but you should know:
- Who you are hiring
- Whether they are properly licensed or registered
- What condition your roof is in
- What work is being recommended
- Why that work is necessary
- Which materials will be used
- What the project will cost
- What warranties apply
- How unexpected conditions will be handled
If a contractor cannot or will not answer reasonable questions, that information itself can help you make your decision.
Make an Informed Roofing Decision
Choosing a roofing contractor should involve more than finding the lowest estimate or selecting the first company available.
Verify the contractor’s credentials. Ask about relevant experience. Understand the scope. Compare specific roofing materials and components. Review warranty terms. Find out how the property will be protected and how project changes will be communicated.
J&J Roofing & Construction has served customers in Washington and Oregon since 1984 and is currently licensed in both states. Whether the project involves roof repair, maintenance, or a complete roof replacement, homeowners should have the information they need to understand the work being proposed before construction begins.


