7 questions to ask before you hire any contractor
A little vetting up front saves a world of grief later. These are the seven questions worth asking every single time, what a good answer sounds like, and the answers that should make you walk away.
Most bad renovation stories do not start with bad work. They start with a conversation that never happened.
A contractor who is licensed, insured and organised will answer all seven of these without blinking, because they get asked constantly and they have the paperwork sitting in a folder. The ones who get cagey are telling you something important. Ask anyway, even if you like them, and especially if the quote came in low.
What is your licence number?
Ask for the number itself, not a yes or no. Then look it up. Most provinces publish a free public registry, and it takes about a minute to confirm the licence is current and registered to the business you are actually hiring.
Be aware that licensing varies by trade and province. Electrical and gas work is tightly regulated almost everywhere. General renovation work is not always licensed the same way, so ask what applies to your specific job rather than assuming.
Can I see your certificate of insurance?
You are looking for general liability coverage, and you want to see the actual certificate rather than take their word for it. Check three things: that it is current, that the coverage amount is sensible for the size of your job, and that the name on the certificate matches the business name on your quote.
That last one catches more problems than people expect. A certificate in a personal name, or in the name of a company that is not the one invoicing you, may not cover the work being done on your property.
Do you have workers' compensation clearance?
This is the question almost nobody asks, and it is the one that can cost you the most. If a worker is injured on your property and the contractor does not carry workers' compensation coverage, the liability can end up landing on you as the homeowner.
Ask for a clearance certificate from the provincial board, WSIB in Ontario or CNESST in Quebec. These are issued by the board itself, not by the contractor, so they cannot be fudged.
The certificate comes from the board, not from the contractor. That is exactly why it is worth asking for.
Who is pulling the permit?
For structural work, electrical, plumbing, and most additions, a permit is not optional. The contractor should be pulling it, and it should be in their name, not yours. If a contractor asks you to pull the permit yourself, understand what that means: you become the one responsible for the work meeting code.
Also ask when it gets closed. An open permit can surface years later when you try to sell, and an unpermitted renovation can complicate an insurance claim.
Can I see two recent jobs like mine, and speak to those clients?
Photos of anything are easy. Ask specifically for jobs comparable to yours, in scope and in age. A roofer who has done four hundred roofs but two skylights is not the person for your skylight.
Then actually call the references. Ask them one question that gets past the polite answer: did anything go wrong, and how did the contractor handle it? Every real project has a problem. How it was handled is the thing worth knowing.
What is the payment schedule?
Payments should be tied to progress, not to the calendar, and never fully up front. A modest deposit to secure materials and a start date is normal. Handing over most of the money before work begins is not.
Get the schedule in the written contract with the milestones spelled out, and hold back a final payment until the work is finished and inspected. That last payment is the only leverage you have.
In Ontario, if you pay 100 percent and a subcontractor goes unpaid, you can end up paying for the same work twice. Quebec has no statutory holdback at all for private contracts, so if your contract is silent you have none. Negotiate 5 to 10 percent into the contract.
What happens if something goes wrong afterwards?
Ask what the warranty covers, how long it lasts, and what is specifically excluded. Then ask for it in writing. A verbal warranty from a company that dissolves next spring is worth nothing.
While you are at it, ask how long the business has been operating under its current name. A company that has been trading for years under one name has something to protect. One that has changed names three times may not.
Before you sign: the paperwork checklist
Seven questions produce five documents. Collect them in this order and you have done more due diligence than most homeowners ever do.
- 1The licence number, checked on the public registryConfirm it is current and registered to the business that is actually invoicing you.
- 2The certificate of insuranceCurrent, sensible coverage amount, and the name matches the name on the quote.
- 3The workers' compensation clearance certificateIssued by WSIB, CNESST or your provincial board. Not something the contractor can produce themselves.
- 4The permit, pulled in their namePlus a rough date for the final inspection so it gets closed properly.
- 5One written contract holding all of itScope, materials, milestones, payment schedule, holdback, start and completion dates, and the warranty term with its exclusions.
The short version
Licence number, insurance certificate, workers' compensation clearance, permit, references, payment schedule, written warranty. Seven things. If a contractor can produce all seven without friction, you have almost certainly found a real business. If they stall on more than one, keep looking, no matter how good the price is.
Or let us do the asking.
We check licence, insurance, workers' compensation clearance and trading history before a contractor can contact anyone through us. Answer a few questions and we'll match you with one vetted local pro.
Sources
This guide is general information, not legal advice. Licensing, permit and workers' compensation rules vary by province and by trade. Deposit, holdback and cooling-off figures are current as of August 2026 and differ between provinces. Always confirm what applies to your job and your area.