What to Ask Your Contractor Before Starting a Project

Bathroom with a wood vanity, marble countertop, brass fixtures, built-in shower niches, and terracotta floor tiles.

Starting a remodel or new construction project is exciting - but it can also feel overwhelming if you don’t know what to expect. The truth is, your contractor plays a huge role in the success of your project. Asking the right questions up front helps you set clear expectations, avoid surprises, and feel confident about the process.

At Design with Haven, we believe the best projects come from open communication and trust. Here are some of the most important questions to ask your contractor before you dive in:

1. Are you licensed and insured?

This might sound basic, but it’s essential. A licensed contractor has met the requirements to work in your area, and insurance protects both you and them if something goes wrong. Ask to see proof of both.

2. What’s your typical timeline for a project like mine?

Every project is unique, but your contractor should give you a realistic estimate of how long the job will take. This includes when they can start, how long different phases will last, and what factors could cause delays.

3. Who will be on-site day to day?

Some contractors do the work themselves, while others manage a team of subcontractors. Find out who will be in your home, how often the contractor will check in, and who your main point of contact will be.

4. How do you handle permits and inspections?

Many projects require city or county approval. Ask if the contractor will handle pulling permits and scheduling inspections—or if that responsibility falls on you. A professional contractor will typically take care of this process.

5. What is included in your estimate?

This is where details matter. Make sure you know what’s covered in the price and what might be considered “extra.” For example, does it include materials, labor, cleanup, and disposal of old items? Clarity here helps avoid surprise costs later.

6. How do you handle unexpected issues?

Even the best-planned projects run into hiccups - hidden water damage, structural problems, or delays in material shipments. Ask how your contractor communicates these challenges and how change orders are handled.

7. Can I see examples of your work?

A good contractor will gladly share past projects, references, or even let you speak to former clients. This gives you confidence in their craftsmanship and reliability.

8. What’s the payment schedule?

Be wary of contractors who ask for a large upfront payment. Instead, most reputable contractors structure payments in stages—like a deposit, mid-project payment, and final payment once the work is complete. Make sure you’re comfortable with the plan.

9. How will you protect my home during the project?

Remodeling is messy, but a professional contractor will take steps to minimize the disruption. Ask how they plan to keep dust contained, protect your floors, and handle cleanup at the end of each day.

10. How do you prefer to communicate?

Clear communication is everything. Whether it’s phone calls, emails, or texts, decide on a method that works for both of you. This helps avoid misunderstandings and keeps the project on track.

Final Thoughts

The more you know before starting a project, the smoother the process will be. Asking these questions sets the stage for a collaborative relationship built on trust.

At Design with Haven, we love helping clients navigate every step of the design and build process. If you’re considering a remodel or refresh, we’re here to guide you and ensure your vision comes to life with confidence.

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Curious about our deliverables and examples of architectural plans featured in our Signature Designs? Check them out in our Project Experience Guide.