How to choose a contractor: 7 red flags to watch for

By Ed · 6 min read · Updated July 2026

I've been a contractor for 11+ years. I've also seen a lot of homeowners burned by bad contractors — people who pay a deposit and never see work happen, or work that falls apart in a year.

Here are the 7 red flags I tell my friends to watch for.

Red flag #1: No license or won't share HIC number

In Massachusetts, any home improvement work over $500 requires the contractor to be registered with the state as a Home Improvement Contractor (HIC). They get a number. That number is public and searchable.

Ask any contractor for their HIC number. A real contractor gives it in seconds. A fake one hesitates, deflects, or claims they don't need one because they're "just a handyman."

Verify at: mass.gov/business/hic-search

My HIC number is #216217. Look it up any time — it's public info.

Red flag #2: Won't show insurance certificate

General liability insurance protects you if the contractor damages your home. Workers comp protects you if a worker gets hurt on your property.

A legit contractor has both. And they'll show you a certificate (ACORD form) with active coverage dates. If they can't produce one within an hour of asking, walk away.

Red flag #3: Wants cash and no paperwork

"Cash discount" sounds good. But cash-only means no paper trail, no tax records, no warranty enforcement. If work goes wrong, you have no recourse.

Any contractor over $500 in work should give you a written contract before work starts. Cash-only handshake deals are how homeowners get burned.

Red flag #4: Massive deposit demand

MA law caps contractor deposits at 1/3 of the contract price. Some contractors ask for 50% or more up front. That's illegal in MA — and usually the sign of someone with cash flow problems who needs your money to fund another job.

If someone demands 50% up front for a $10,000 job, that's $5,000 you may never see again if they walk.

Red flag #5: Price too good to be true

Three quotes: $12K, $15K, $8K. Which do you pick?

Everyone's instinct is $8K. But that's almost always the wrong choice. The cheap bidder either:

  • Missed something in the scope
  • Isn't planning to include materials/labor line items
  • Is unlicensed and uninsured
  • Plans to hit you with change orders once work starts

Real quotes cluster within 15-20% of each other. When one is dramatically lower, dig deeper.

Red flag #6: No written contract, or a vague one

MA law requires HIC contracts to include:

  • Date, contractor info + HIC number
  • Owner info + work address
  • Detailed scope of work
  • Total price
  • Payment schedule
  • Start and end dates
  • Change order provisions
  • 3-day right to cancel notice
  • Home Improvement Contractor Arbitration Program clause

If a contractor gives you a one-page contract that says "renovation: $15,000" — that's not a contract. That's a napkin note.

Red flag #7: Bad reviews or no reviews

Check Google, Yelp, Thumbtack, and Better Business Bureau. Look at:

  • Overall rating (4.5+ is what to expect from a real pro)
  • Volume (10+ reviews is meaningful)
  • Recent reviews (last 6 months should have activity)
  • How they respond to negative reviews (real contractors respond calmly and professionally)

New contractors have to start somewhere, so no reviews isn't a deal-breaker if the other signals are good. But zero online presence PLUS other red flags = walk away.

What a legit contractor always provides

  • HIC number on request (and it verifies)
  • Insurance certificate (COI) on request
  • Written itemized estimate
  • MA-compliant contract before work starts
  • Deposit of 1/3 or less
  • References from recent jobs
  • Real online presence (Google Business, reviews)
  • Written warranty on workmanship

Green flags I love to see

  • Answers messages within 24 hours
  • Shows up on time to the estimate
  • Asks good questions about the scope
  • Provides a written estimate within 48 hours
  • Explains what's included and what's not
  • Doesn't pressure you to sign the same day

Bottom line

Choosing a contractor is one of the biggest financial decisions in home ownership. Take your time. Get 3 written quotes. Verify licenses. Check insurance. Read reviews.

The right contractor makes your project a great memory. The wrong one makes it a legal nightmare. The signals above tell you which is which.

Talk to me

If you're interviewing contractors for a project in Western Mass, I'd love to be one of them. My HIC #216217 is verifiable, insurance certificate is available on request, and I always give written estimates.

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