Tips for Hiring a Remodeling Contractor

Whether you’re planning a complete kitchen overhaul, a bathroom upgrade, or a stylish addition to your home, one decision will make or break your experience: choosing the right remodeling contractor. This person or team will not only shape the outcome of your renovation but also influence the timeline, budget, and your peace of mind throughout the process.

In a city like Chicago, where architecture ranges from historic greystones to modern lofts, hiring a qualified remodeling contractor with the right experience is especially important. From Lakeview to Hyde Park and beyond, homeowners need professionals who understand local building codes, weather-related construction needs, and the importance of craftsmanship in a competitive market.

Here is a step-by-step guide to help you hire a remodeling contractor who is reliable, skilled, and aligned with your goals.

Before you speak with any contractors, take the time to define what you want done. Are you remodeling your entire kitchen or just updating cabinets and countertops? Is this a cosmetic refresh or a structural renovation? Having a detailed idea of your project scope will make it easier to communicate with potential contractors and receive accurate bids.

Establishing a clear budget is just as critical. Know your maximum spend, but also understand the difference between a wish list and your must-haves. Be realistic about labor, materials, permits, and contingencies. Most contractors will be able to suggest solutions to help stay within your budget once they know your priorities.

One of the best ways to find a great remodeling contractor is through word of mouth. Ask friends, neighbors, coworkers, or even your real estate agent for recommendations. In many Chicago neighborhoods, homeowners are more than happy to share who they’ve had great—or not so great—experiences with.

Once you’ve gathered some names, check online reviews on platforms like Google, Yelp, Houzz, and the Better Business Bureau. Look for consistent praise for timeliness, communication, and craftsmanship. Be cautious of contractors who have frequent complaints about missed deadlines or poor workmanship.

Contractors in Illinois must be licensed, although the specific requirements vary depending on the type of work being done and the municipality. In Chicago, general contractors must register with the city and meet certain insurance requirements.

Always ask to see proof of licensing and general liability insurance, as well as worker’s compensation insurance if the contractor has employees. This protects you in the event of injury or property damage during the project. A legitimate professional will provide this information without hesitation.

Ask any contractor you’re seriously considering to provide references from recent clients. Ideally, they should offer at least three contacts you can call to ask about the quality of work, the contractor’s communication style, and how any problems were handled.

In addition to speaking with references, ask to see a portfolio of recent jobs. Many reputable contractors will have photos or case studies available, either on their website or in a digital folder. Pay close attention to the finishes and attention to detail. If your project has a specific style, such as vintage restoration or minimalist modern, try to find a contractor who has completed similar work.

It’s a smart idea to interview at least three contractors before making a decision. Treat it like hiring an employee—you’re looking for a blend of skills, experience, and a personality that fits your communication style.

During the interview, ask about their availability, how many jobs they take on at once, who will be managing the project day-to-day, and how subcontractors are selected. Make sure they understand your vision and are open to collaborating with you to achieve it.

Be wary of contractors who give vague answers, seem rushed, or pressure you to sign quickly. Good communication and mutual respect at the start are essential for a smooth working relationship.

Each contractor should provide a written estimate that breaks down labor, materials, and other costs such as permits or clean-up fees. This transparency is essential for comparing bids accurately and preventing surprises down the road.

Don’t automatically go with the lowest bid. A significantly cheaper estimate could mean the contractor is cutting corners or underestimating the scope. On the other hand, a higher bid should be justified by more expensive materials or specialized expertise. Ask questions if anything in the estimate is unclear or feels off.

Once you’ve selected your contractor, you’ll need a formal written contract. This should include:

Never rely on verbal agreements. A comprehensive contract protects both you and the contractor and helps ensure accountability. If you’re uncertain about any clauses, consider having an attorney review the document before signing.

One of the most overlooked aspects of a successful remodel is communication. Will your contractor provide daily updates? Will you have access to a project manager or foreperson? Will progress photos be shared if you're out of town?

Decide how and how often you want updates, and be clear about your expectations. Open lines of communication are essential for navigating the inevitable hiccups that come with any renovation.

Especially in cities like Chicago, where homes may be close together and parking is tight, it’s important to discuss logistics before the project begins. Agree on working hours, where vehicles and equipment will be stored, how dust and debris will be managed, and whether your home will be accessible during the renovation.

If you have neighbors who may be affected, giving them a heads-up and coordinating courtesy notices through your contractor can go a long way in maintaining goodwill.

Once the project begins, stay involved without hovering. Trust that you’ve done your due diligence, but keep track of milestones and ask questions if something doesn’t look right. Take photos, document any concerns, and maintain a record of all correspondence.

If changes arise, make sure they're documented in a formal change order that both parties sign. This helps avoid confusion and potential disputes down the road.

If you’re renovating to increase resale value or prepping your home for the market, a seasoned real estate expert can be an invaluable part of your team. Jerry Goodwin brings decades of experience helping Chicago homeowners navigate remodeling decisions that make both financial and aesthetic sense.

From recommending trusted contractors to advising on upgrades that bring the best return on investment, Jerry’s insights go far beyond buying and selling. Whether you're remodeling a condo in the South Loop or modernizing a Craftsman home in Oak Park, Jerry can help guide your choices and connect you with professionals who deliver high-quality results.

Visit jerrygoodwin.com to explore how your next remodel can be a strategic step in your long-term real estate journey. With the right contractor and the right advisor, your home can reach its full potential inside and out.