5 Questions to Ask a Contractor Before Hiring Them

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Hiring the right contractor can make or break your home improvement project. Whether you’re preparing your home for the market or making upgrades for yourself, asking the right questions upfront can save you time, money, and unnecessary stress.

Not quite sure what questions to ask your potential contractor? Check out our list of five important questions to ask contractors before you hire them.

1. How Long Have You Been in the Industry?

Experience matters. Understanding how long a contractor has been working—and when their company was founded—can give you insight into their reliability and track record.

  • Have they handled projects similar to yours?

  • Do they have a portfolio or references?

A seasoned contractor is more likely to anticipate challenges and deliver quality results.

2. Can I See Your Certificate of Insurance?

This is non-negotiable.

A legitimate contractor should carry proper insurance, including liability and workers’ compensation. This protects you from being held responsible for accidents or damages during the project.

A reputable contractor will have that documentation on hand and be more than happy to let you take a look.

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3. Who Will Be Doing the Work?

Not all contractors complete the work themselves. Some use subcontractors or company employees.

  • Will the same team be there daily?

  • Are subcontractors licensed and insured?

Knowing who will actually be in your home helps set expectations and ensures accountability.

4. Who Is My Primary Point of Contact?

Clear communication is key to a successful project.

You should know:

  • Who to reach out to with questions

  • Who provides updates

  • Expected reply time

Having one main point of contact keeps things organized and avoids confusion.

5. What Happens If You Don’t Hit Your Deadline?

Delays happen—but how they’re handled matters.

Be clear about:

  • Are there penalties or clauses for delays?
  • How are timeline changes communicated?
  • The deadlines
  • Benchmark points
  • Their plan if they fall behind

This question helps you understand how professional and accountable the contractor is before the project even begins.

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Final Thoughts

A home improvement project is a big investment, and the right contractor can make the process smooth and successful. Asking these questions upfront helps you avoid surprises and ensures you’re working with someone you can trust.

If you’re preparing your home for the market or considering upgrades before selling, we’re here to help guide you in the right direction—from choosing the right improvements to connecting you with trusted professionals