Hiring a renovation contractor is one of the bigger decisions you’ll make as a homeowner. The wrong choice doesn’t just cost money — it costs months of your life and often leaves you with work that needs to be redone.
The good news: a few direct questions separate the contractors worth trusting from the ones worth avoiding. Ask these before you sign anything.
1. Are you licensed and insured in Ontario?
This isn’t just paperwork. In Ontario, contractors working on your home should carry liability insurance and WSIB coverage (Workplace Safety and Insurance Board). If something goes wrong on site — injury, damage, structural issue — you need to know you’re protected.
Ask to see the certificate of insurance. A legitimate contractor will hand it over without hesitation. If there’s any hedging, that’s your answer.
2. Can you walk me through how you handle unexpected issues?
Every renovation uncovers something. Behind the drywall, under the subfloor — there’s almost always a surprise. The question isn’t whether problems will come up; it’s how the contractor handles them when they do.
What you want to hear: a clear process. Here’s how we document it, here’s how we communicate it, here’s how the pricing conversation works. What you don’t want to hear: vague reassurances that “we’ll figure it out.”
3. Who is actually doing the work?
Some contractors sell the job and then hand it entirely to subcontractors you’ve never met. That’s not always a problem — but you should know upfront who will be in your home, who is supervising, and how accountability works if something goes wrong.
Ask directly: will you be on site during the project? Who manages the crew day to day? A contractor who goes quiet after the deposit clears is a red flag that shows up in every “renovation nightmare” story.
4. What does your payment schedule look like?
In Ontario, a standard renovation payment schedule ties payments to project milestones — not just calendar dates. A reasonable deposit is normal (typically 10–25% to cover materials). Demanding 50% or more upfront before work begins is a warning sign.
Get the payment schedule in writing before any money changes hands. It protects you and it’s what any legitimate contractor will expect anyway.
5. Can I speak with someone who hired you for a similar project?
References matter more than reviews, because you can ask them specific questions. How was communication during the project? Were there surprises, and how were they handled? Did the final cost match the quote? Would you hire them again?
A contractor confident in their work will have references ready. If they can’t produce one, consider why.
The best contractor isn’t the cheapest quote. It’s the one who communicates clearly, shows up when they say they will, and treats your home like it matters.
— AAA Renovations
One More Thing: Trust Your Gut
If a contractor is hard to reach before you hire them, they’ll be harder to reach once the deposit is paid. Pay attention to how responsive they are, whether they answer your questions directly, and whether they seem to actually listen to what you’re trying to accomplish.
The technical stuff matters. So does whether you feel like you can have an honest conversation when things get complicated.
AAA Renovations serves Alliston, Barrie, Angus, Beeton, Tottenham, Cookstown, and surrounding Simcoe County.
If you’re looking for a contractor you can ask these questions to — and get straight answers — start with a conversation. Tell us what you’re working with. We’ll figure out the rest.

