Hiring the right roofing contractor can make the difference between a smooth, high-quality roof installation and a stressful, expensive headache. Ontario homeowners need to be especially careful due to varying weather conditions, regional building codes, and licensing requirements. If you’re planning to replace or repair your roof, asking the right questions will protect your investment and ensure you hire a qualified, trustworthy contractor.


1. Are You Licensed and Insured in Ontario?

Reputable contractors in Ontario should have:

  • WSIB (Workplace Safety and Insurance Board) coverage
  • Liability insurance to cover property damage or injuries
  • A valid business license or HST number

Never hire a contractor who lacks proper insurance—it leaves you financially vulnerable if accidents happen on-site.


2. How Long Have You Been in Business?

Experience matters. A contractor with 5+ years of proven experience in your region is more likely to deliver consistent results. Ask:

  • How many roofing jobs have they completed in Ontario?
  • Do they specialize in residential, commercial, or both?

3. Can You Provide References or a Portfolio?

A trustworthy roofing contractor will happily show:

  • Before and after photos of previous work
  • A list of references you can call
  • Online reviews on platforms like Google, Homestars, or TrustedPros

Be cautious of companies that can’t back up their work with real client feedback.


4. What Roofing Materials Do You Recommend, and Why?

The best contractors will guide you based on:

  • Your budget
  • Your region’s climate (e.g., metal roofs in Northern Ontario vs. asphalt in Toronto)
  • Desired lifespan and warranty

This is a great time to discuss energy-efficient materials that could qualify for Ontario rebates or grants.


5. What Is Included in Your Quote?

Ask for a detailed written estimate that includes:

  • Tear-off and disposal of old roofing
  • New materials (shingles, flashing, underlayment, vents)
  • Labour and cleanup costs
  • Permits and taxes

Avoid vague quotes—clarity prevents unexpected add-ons later.


6. Do You Offer a Workmanship Warranty?

Manufacturer warranties cover materials, but workmanship warranties cover installation errors. Ask:

  • What’s covered, and for how long?
  • Will you return to fix issues under warranty?

A good contractor should offer at least a 5–10 year workmanship warranty.


7. Will You Handle Permits and Inspections?

Most Ontario municipalities require building permits for major roofing work. Your contractor should:

  • Know your city’s permit requirements
  • Handle paperwork and arrange inspections
  • Ensure work complies with the Ontario Building Code

8. How Will You Protect My Property During the Job?

Roofing can be messy. Ask how they’ll:

  • Protect landscaping and siding
  • Safely dispose of debris
  • Ensure a full cleanup afterward

A responsible contractor should take care of your home like it’s their own.


9. What Is Your Timeline for Completion?

Reliable roofers will provide:

  • A realistic start and end date
  • Daily working hours
  • A plan for weather-related delays

This helps you plan around the job and avoid unexpected downtime.


10. Who Will Be On-Site, and Who Supervises the Crew?

It’s important to know:

  • Will the owner be on-site?
  • Who is supervising the crew?
  • Are the workers trained and insured employees or subcontractors?

Clear communication ensures accountability throughout the project.


Final Thoughts

When it comes to hiring a roofing contractor in Ontario, asking the right questions up front is your best protection. Take your time, compare multiple quotes, and look for professionals with a strong track record, transparent pricing, and proper insurance.

A quality roof is a major investment—don’t trust it to just anyone. The right questions today lead to peace of mind tomorrow.

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