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Hiring Checklist· 6 min read

What to Ask a Contractor Before Hiring

Most hiring guides tell you to ask if the contractor is licensed and insured. That is table stakes. These are the questions that actually help you tell a good contractor from a problem before you sign anything.

About their experience with your specific project type

Generic years of experience does not tell you much. Ask for examples of projects similar to yours.

  • "Can you show me 2 to 3 projects similar to mine completed in the last two years?"
  • "How many kitchen remodels have you done?"
  • "Have you worked on homes like mine — same age, same construction type?"
  • "What was the most challenging part of a project like this?"

About their schedule and your project

Vermont contractors book out — but vague timelines create problems later. Pin down specifics before you commit.

  • "When can you start, and what could push that date?"
  • "How many other projects will you be running simultaneously?"
  • "Who will be on site day-to-day — you or subcontractors?"
  • "What is your realistic completion date, and what happens if you go over?"

About money and the contract

Payment schedule disputes are one of the most common sources of contractor problems.

  • "What is your payment schedule, and what does each payment cover?"
  • "How do you handle change orders — process and pricing?"
  • "What is the deposit, and what does it cover?"
  • "What is the final payment tied to — completion of punch list items?"

About what could go wrong

This is the question most homeowners skip. Asking it signals you are a serious client.

  • "What is the most common unexpected issue in projects like mine?"
  • "If you open a wall and find something that changes the scope, how do we handle that?"
  • "Have you ever had to walk away from a project? What happened?"

The one question that filters out most bad contractors

"Can I see the contract before we agree to anything?" A contractor who hesitates or offers a one-page summary is not ready for a serious project. A proper contract specifies scope, materials, timeline, payment schedule, and change order process.

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Frequently Asked Questions

How many contractors should I interview?

Three is the standard recommendation and it holds up. Enough to get a sense of market rate and hear different approaches without spending weeks on selection.

Is a lower quote a red flag?

Not automatically, but it warrants explanation. Ask what is included that the other quotes did not cover, and what is excluded.

What if I like the contractor but their quote is over my budget?

Tell them. A good contractor will tell you what is achievable at your number, or what you would need to cut to get there.

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