Hiring Guide · 8 min read

How to Choose and Hire the Best Painting Contractor

A no-fluff guide to hiring a painting contractor: credentials to verify, how to compare estimates apples-to-apples, red flags to walk away from, and the questions that separate pros from amateurs.

What's in this guide

  1. Credentials to verify before anyone steps on your property
  2. How to compare estimates apples-to-apples
  3. The 10 questions that separate pros from amateurs
  4. Red flags, walk away when you see these
  5. What a good contract actually includes
  6. Warranties and what they really cover
  7. Before they start: a 5-minute prep checklist

1. Credentials to verify before anyone steps on your property

The painting industry has almost no barrier to entry. A truck, a ladder, and a business card is the bar. That makes paperwork the cheapest way to filter out the contractors who will cost you money later.

  • General liability insurance, minimum $1,000,000. Ask for a certificate of insurance (COI) issued directly from their carrier with your name listed. A PDF the contractor emails you is not verification.
  • Workers' compensation, required in most states the moment a contractor has even one employee. If they don't carry it and a crew member gets hurt on your property, your homeowner's policy is exposed.
  • State contractor license where applicable. Florida, California, Arizona, Virginia, and most Western states require one. Look it up on the state license board, don't take the license number on faith.
  • EPA Lead-Safe (RRP) certification if your home was built before 1978. This is federal law, not a nice-to-have. An uncertified painter sanding pre-1978 trim is creating a health hazard and exposing you to a fine.
  • Business longevity, search the business name, the owner's name, and any DBAs. Brand-new LLCs aren't disqualifying, but they shouldn't be charging premium prices either.

2. How to compare estimates apples-to-apples

The single biggest mistake homeowners make is comparing the bottom-line price of three estimates that aren't bidding the same job. A $4,200 quote and a $7,800 quote often describe two entirely different scopes of work, different prep, different paint, different number of coats.

Before you compare numbers, normalize the scope. A real estimate should answer every one of these in writing:

  • Surfaces included, walls, ceilings, trim, doors, closets, baseboards. List them. "Two bedrooms" is not a scope.
  • Prep depth, washing, scraping, sanding, filling, caulking, priming. Prep is 80% of a paint job's lifespan and the easiest line item for a low bidder to quietly cut.
  • Paint product and grade, brand, line, sheen. Sherwin-Williams ProClassic in satin is a different product than Sherwin-Williams ProMar 200. The label "premium paint" tells you nothing.
  • Number of coats, one coat over a similar color is one job; two coats over a color change is another.
  • Repairs included, drywall patches, caulk replacement, rotten siding, failed glazing. Decide up front whether these are in the bid or a change order.
  • What's NOT included, wallpaper removal, popcorn ceiling removal, lead remediation. These belong in writing so they don't become surprise change orders.

Rule of thumb: if the middle bid and the low bid are more than 25% apart on the same scope, the low bidder is cutting something, prep, coats, paint grade, or insurance.

3. The 10 questions that separate pros from amateurs

Ask every contractor the same questions and write down the answers. The contractor who answers crisply, without hedging, is usually the contractor who runs a real business.

  1. Are you licensed and insured for this specific work, and can you show proof?
  2. Who will be on-site every day, and who is the foreman?
  3. What is your prep process for this specific project, walk me through it.
  4. What paint product and sheen are you bidding, and why?
  5. How many coats are included in the price?
  6. What's your payment schedule? When is the deposit due?
  7. How do you handle change orders?
  8. How do you protect floors, furniture, and landscaping?
  9. What's your warranty, in writing, and what voids it?
  10. Can I see three references from jobs completed in the last 12 months?

4. Red flags, walk away when you see these

  • Door-to-door solicitation with a "we have leftover paint from a job down the street" pitch. This is one of the oldest scams in home services.
  • Deposit over 50% before work begins. A real contractor finances materials. An over-large deposit funds the previous customer's job.
  • No written estimate, or an estimate scribbled on the back of a business card.
  • Cash-only or large-cash discounts. This is usually a tell that the contractor isn't reporting income - which usually means no insurance and no warranty either.
  • Pressure to decide today with a "this price only good until I leave" tactic.
  • No physical business address. A PO box or a cell phone-only contact gives you nowhere to follow up if something goes wrong.
  • Negative or no online reviews across Google, Yelp, and the Better Business Bureau. Three or four bad reviews is normal; a pattern of the same complaint is a pattern.
  • Reluctance to provide insurance certificates directly from their carrier.

5. What a good contract actually includes

"Estimate" and "contract" are not the same document. Before any work starts, get a signed contract that covers:

  • Full scope of work, room by room and surface by surface
  • Paint product, brand, line, color, and sheen for each surface
  • Number of coats per surface
  • Prep work included (and explicitly excluded)
  • Start date and substantial-completion date
  • Payment schedule tied to milestones, not the calendar
  • Change-order process and pricing
  • Cleanup and trash-removal responsibilities
  • Warranty terms in writing
  • Lien waivers on final payment

6. Warranties and what they really cover

A verbal "we stand behind our work" is worth nothing. A written warranty is worth what its terms say it covers, read them.

Industry-standard warranties for residential repaints range from 1 to 3 years on workmanship (peeling, blistering, cracking that isn't caused by substrate failure). 3 years is strong; 5+ is marketing. A warranty is only as good as the contractor's ability to honor it, which is why business longevity and insurance matter as much as the warranty document itself.

Ask whether the warranty is transferable to a future homeowner. If you're painting before a sale, this is a small selling point worth having.

7. Before they start: a 5-minute prep checklist

Once you've hired your painter, a few minutes of prep on your side keeps the project moving and protects what matters to you.

  • Take photos of every room before work begins.
  • Move small valuables, electronics, and artwork yourself.
  • Identify the working bathroom for the crew and confirm the water source for cleanup.
  • Confirm parking, gate codes, and pet arrangements.
  • Walk the scope with the foreman on day one, point at every surface and confirm what is and isn't included.
  • Save final payment until you've done a daylight walkthrough and approved the finish.

About That 1 Painter

That 1 Painter operates locally-owned crews across the country, offering interior, exterior, cabinet, and commercial painting backed by a 3-year transferable workmanship warranty, full liability and workers' comp coverage, and a prep-first process that gets jobs done right the first time.

Use this guide to vet anyone you talk to, including us.

3-Year Transferable Painting Warranty.

That 1 Painter backs interior and exterior painting projects with a 3-year transferable warranty, clear workmanship coverage, and straightforward exclusions homeowners can trust.

Warranty exclusions

  • Normal wear and tear, accidents, abuse, temperature changes, settlement, or moisture-related movement.
  • Painted or stained horizontal walking surfaces like decks, floors, and steps, plus dirt and mildew accumulation.
  • Paint failure caused by rotted wood, structural defects, moisture intrusion, previous coating failure, or insect infestation.

What’s covered

Peeling, bubbling, cracking, or splitting caused by improper prep or improper application of materials.

How we make it right

If a covered issue comes up, a That 1 Painter team member returns to repair and touch up the affected area.

Coverage window

Your warranty is valid for three years after the completion date of your That 1 Painter project.

Transferable protection

If you sell your home during the coverage period, the remaining warranty can transfer to the next homeowner.