Best Questions to Ask Any Roofing Contractor Before Hiring Them
Most homeowners don't know what to ask — and bad contractors count on that. Here are the 15 questions that separate trustworthy roofers from the ones who'll disappear.
Key Takeaways
- Ask: 'Who will actually be on my roof?' (employees or subcontractors?)
- Ask: 'Can I see your certificate of insurance dated this month?'
- Ask: 'Will you pull the permit, and can I see it?'
- Ask: 'What does your workmanship warranty cover specifically?'
- Ask: 'Can I see 5 local references from the last 6 months?'
The 15 Questions Every Homeowner Must Ask
Print this list. Ask every contractor the same questions. Their answers — and their reactions to being asked — will tell you everything you need to know:
- 1. Are you licensed to do roofing in Kentucky? Can I see your license?
- 2. Do you carry general liability and workers' compensation insurance? Can I see the certificate?
- 3. Will you pull the building permit for this project?
- 4. Who will actually be doing the work — your employees or subcontractors?
- 5. Can you provide 5 references from Louisville projects completed in the last 6 months?
- 6. What specific shingle product will you use? Brand and product line?
- 7. Will you provide a fully itemized proposal with every material and cost listed?
- 8. What does your workmanship warranty cover, and for how long?
- 9. Are you a certified installer for the shingle manufacturer you use?
- 10. Will ice-and-water shield be installed in valleys and at eaves?
- 11. What type of underlayment will you use?
- 12. Will drip edge be installed at eaves and rakes?
- 13. How do you handle unexpected decking damage — is there an allowance?
- 14. What's your cleanup process? Do you use a magnetic sweeper?
- 15. Can I see your Google reviews and your physical business address?
Red Flag Answers That Should Make You Walk Away
Pay attention to how contractors respond. Red flags include:
'We don't need a permit for this' — yes, you do. They're skipping it to save $150 and avoid inspection.
'Don't worry about the insurance, we've got it covered' — ask to see it. If they won't show it, walk away.
'We can start tomorrow' — in peak season, immediate availability often means they're not busy for a reason.
'Just sign here and we'll figure out the details later' — never sign a contract without a detailed scope of work.
'We'll beat any price' — price-matching isn't a quality indicator. Ask what they'll leave out to hit that lower number.
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Michael Nielsen
Owner & Lead Estimator
Mike founded Homestretch Roofing with a mission to bring radical transparency to an industry known for hidden fees. With 18+ years of roofing experience in Louisville, he personally reviews every estimate to ensure accuracy and fairness.
