Most people wait until something breaks before calling a painter. That's usually the worst time to shop around. A little research upfront saves a lot of hassle.
Licensing & Insurance Questions
Ask for their license number and look it up yourself. In most states, a legitimate contractor will have one on the truck or their card. If they fumble or say they're 'working on it,' walk away. For insurance, request a certificate of liability and workers' comp — emailed from their agent, not a photo on their phone. If they get hurt on your property and lack coverage, you're paying the hospital bill.
Experience & References Questions
Ask how many years they've been painting full-time. A weekend warrior with a roller isn't a pro. Call at least two references from the last six months. Ask those homeowners: did they show up on time? Did they mask properly? Any hidden fees? Push for specifics — 'they did a good job' tells you nothing. If possible, visit a finished job in person. Photos lie; peeling trim doesn't.
Pricing & Timeline Questions
Get three quotes minimum. The cheapest is rarely the best, and the most expensive is rarely worth it. Ask for a breakdown: materials, labor, prep work. If they can't explain why one number is higher or lower than another, that's a red flag. For timeline, ask what specific day they'll start and finish. Good painters book out weeks in advance. Anyone available tomorrow is either overpriced or desperate.
Contract Questions
Read every line before signing. Make sure it lists the exact brand and color of paint, the number of coats, and what prep work they'll do (sanding, caulking, priming). A contract without cleanup terms is a contract where you'll find paint flecks in your driveway. Look for a 'walk-through' clause where you inspect and approve before final payment. Never pay more than half upfront — and never in cash.
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