Whether it’s fixing a wobbly railing, painting a room, or finally updating that 90s bathroom, at some point we all need to bring in a professional. But even small jobs can become big headaches if you hire the wrong contractor. However, asking the right questions upfront can save you a ton of stress, time, and money. It doesn’t matter if the job is a quick fix or a larger renovation—being informed puts you in control.
Here are nine smart questions to ask before saying “you’re hired.”
What Type of Experience Do You Have With This Kind of Project?
Just because someone calls themselves a contractor doesn’t mean they’ve done the type of work you need. Always ask if they’ve handled similar jobs before—and don’t be afraid to get specific. Whether it’s tiling, cabinetry, or something as specialized as industrial roofing, experience matters. Even if your project is residential and relatively simple, a contractor with the right background is more likely to get it done efficiently and safely.
Can You Show Me Photos or Examples of Past Work?
You want to feel confident in their skill level and style. A good contractor will have a portfolio—whether it’s a physical folder, a social media page, or photos on their phone. Seeing their past work not only gives you a sense of their craftsmanship, but also helps you clarify your own expectations.
Are You Licensed and Insured?
This might seem like a no-brainer, but plenty of homeowners skip this step. Licensing ensures that the contractor meets basic requirements and follows building codes. Insurance protects you both if something goes wrong. Ask to see proof of both. If they hesitate or change the subject, that’s a red flag.
Can You Provide a Written Estimate (and Will It Change)?
Verbal agreements have a way of getting fuzzy fast. Always ask for a written estimate with a breakdown of costs—materials, labor, and anything extra. Then follow up by asking if anything might change the price later on. Unforeseen issues sometimes happen, but you should know what to expect if they do.
Who Will Actually Be Doing the Work?
Sometimes the contractor you speak to is more of a project manager than a hands-on worker. That’s fine, but make sure you know who will actually be on your property and whether they’re full-time employees or subcontractors. It’s also a good idea to ask how often your main contact will be on-site to supervise.
What’s the Timeline from Start to Finish?
Delays happen—especially if materials are backordered or weather becomes a factor—but it’s still important to know when they plan to start and how long they expect the job to take. Ask for a realistic time frame, not just the best-case scenario. Bonus tip: don’t be shy about asking how many other jobs they’ll be juggling at the same time.
Do You Handle Permits and Inspections, or Do I?
Depending on the size and scope of your project, you may need permits or inspections. Ask early on who’s responsible for handling that paperwork. Some contractors manage it all for you, while others expect the homeowner to take the lead. Either way, it’s better to know than to assume.
What Happens If Something Goes Wrong?
Nobody wants to think about things going sideways, but it happens. Ask how they handle mistakes, damage, or if you’re simply not happy with the result. A solid contractor will have a process for addressing issues and should be open to having that conversation before any work begins.
What Materials Do You Recommend (and Why)?
A seasoned contractor won’t just do the job—they’ll guide you through it. That means helping you choose the best materials for your budget, climate, and lifestyle. Whether it’s choosing between paint brands or deciding what kind of wood to use for a deck, they should be able to explain the pros and cons clearly and confidently.
Hiring a contractor doesn’t have to be nerve-wracking. When you know the right questions to ask, you’ll feel more confident every step of the way—from the first conversation to the final cleanup. Even if the job is small, it’s still your home, your money, and your time—so it’s worth taking a few extra minutes to make sure you’re bringing in the right person for the job.
By approaching the hiring process with smart questions to get clarity, you’re setting yourself up for a smoother, more successful renovation experience. And in the end, having someone you trust doing the work means you can spend less time stressing over the details—and more time enjoying the finished result.