How to Choose the Right Roofing Contractor: Red Flags & Must-Haves

By Chucks Roofing
on
Homeowner reviewing roofing contractor credentials and checklist

Choosing a roofing contractor can feel like picking a captain for your ship during a storm. One wrong move and things can go sideways fast. Whether your roof is leaking, you need emergency roofing, or you’re planning a big upgrade, who you trust matters.

At Chucks Roofing, we've met too many homeowners and business owners who learned the hard way. Let's make sure that's not you.

Credentials Every Roofer Must Have 🏷️

Think of credentials as the seatbelt in your car. You wouldn’t drive without it—don’t hire a roofer without them.

License—Your First Line of Defense

A professional roofing contractor must have a valid license. This isn’t just a fancy piece of paper. It means they’ve met state or local requirements and follow building codes (see: International Building Code and your local municipality guidelines).

  • Ask to see the license. Don’t just take their word for it.
  • Check expiration dates. Outdated licenses are as useless as expired milk.

Insurance—Protection for You and the Crew

If a roofer isn’t insured, run. Insurance covers injuries and property damage. Without it, you’re on the hook.

  • General Liability Insurance: Covers property damage.
  • Workers' Compensation: Protects both you and the workers.

Request physical proof. Reputable companies like Chucks Roofing are always ready to show documentation.

Local Permits—Following the Rules

Permits are more than paperwork. They show the contractor follows the law and your project will pass inspection. Skipping permits is a shortcut to costly trouble.

  • Always ask: “Who pulls the permit—me or you?”
  • Verify with your local building department.

Red Flags to Watch For 🚩

You wouldn’t ignore a check engine light. Don’t ignore these warning signs.

Scams and Fly-by-Nights

Some contractors vanish as quickly as a summer thunderstorm. Watch out for:

  • Door-to-door sales after storms
  • Requests for large upfront payments
  • No local office or physical address

Poor Reviews & Shady Reputation

Online reviews tell a story. Look for patterns, not one-off complaints.

  • Consistent negative feedback: Especially about unfinished work or disappearing after payment.
  • No references: A reputable roofer should be able to provide recent local references.

No Written Estimate or Contract

A handshake won’t cut it. Get everything in writing—from scope to materials to timelines.

  • Vague promises are a recipe for disappointment.
  • Missing details mean corners may be cut.

Must-Ask Questions Before Hiring

Don’t be shy. Your roof is too important.

  • How long have you been in business?
  • What types of roofing do you specialize in?
  • Do you have experience with shingle roofing or flat roofs near me?
  • Can you provide recent local references?
  • What is your process for emergency roofing calls?
  • What kind of warranties do you offer on labor and materials?
  • Who will be onsite supervising the project?
  • What safety measures do you follow? (Reference: OSHA roofing safety standards)

Writing down these questions helps you remember when stress is high. Want a printable checklist? Download the Roofing Contractor Interview Checklist below.

Comparing Bids and Warranties 📋

Price matters—but so does peace of mind. Comparing bids is like comparing apples to oranges if you don’t know what’s included.

What to Look For in a Bid

  • Detailed Scope: Materials, labor, cleanup, permits.
  • Timeline: Start and finish dates.
  • Payment Schedule: Clear milestones.
  • Contingency Plans: What if hidden damage is found?

Don’t just pick the lowest number. Cheap bids often skip steps or use poor materials.

Warranties: The Fine Print

  • Material Warranty: Backed by the manufacturer.
  • Workmanship Warranty: Backed by the contractor.

Read the details. A warranty is only as strong as the company behind it.

Why E-E-A-T Matters in Roofing

E-E-A-T stands for Experience, Expertise, Authoritativeness, and Trustworthiness. It’s not just a search engine buzzword—it’s your safeguard.

  • Experience: Chucks Roofing brings decades of hands-on experience from storm damage restoration to complex commercial roofing.
  • Expertise: Our team stays current with building codes, new materials, and eco-friendly options.
  • Authoritativeness: We follow guidelines from the National Roofing Contractors Association (NRCA) and OSHA.
  • Trustworthiness: We’re insured, licensed, and always provide written estimates.

The right contractor values your trust as much as the roof over your head.

Printable Roofing Contractor Checklist

Here’s a handy checklist to print or download before interviewing any roofer:

  • [ ] Valid license (check expiration)
  • [ ] Adequate insurance (liability & workers’ comp)
  • [ ] Pulls proper permits
  • [ ] Provides detailed written estimate
  • [ ] Explains materials and installation methods
  • [ ] Lists references (recent, local)
  • [ ] Outlines cleanup and debris removal
  • [ ] Outlines warranty coverage
  • [ ] Communicates timeline and payment schedule
  • [ ] Answers safety and code compliance questions

Keep this with you. It’s your shield against headaches and heartbreak.

Side-by-Side Comparison: Good vs. Great Roofing Contractor

Qualities to Compare:

  • Credentials: Good = Licensed, Great = Licensed & up-to-date with ongoing training
  • Insurance: Good = Basic coverage, Great = Comprehensive, proof provided on request
  • References: Good = 1–2, Great = Multiple, recent, and local
  • Estimate: Good = Itemized, Great = Itemized + contingency plans
  • Warranty: Good = Manufacturer, Great = Manufacturer + strong workmanship coverage
  • Communication: Good = Answers questions, Great = Proactively explains processes, welcomes questions
  • Safety: Good = Follows OSHA, Great = Documents safety meetings and protocols

Chucks Roofing aims for the “Great” column—every time.

Practical Tips for Homeowners & Businesses

  • Emergency roofing situations? Ask about 24/7 availability.
  • Shingle roofing near you? Confirm local experience and vendor relationships.
  • New construction or eco-friendly options? Ask about product lines and certifications.
  • Commercial property? Request documentation on past similar jobs.

Industry Standards and How Chucks Roofing Measures Up

We adhere to all major codes and safety standards, including:

  • International Building Code for structural integrity
  • NRCA recommendations for best practices
  • OSHA safety protocols on every job site

Our team is trained to handle everything from leak repair and skylight installation to full roof replacement—even in emergencies.


Ready to protect your property with a roofing contractor who checks every box?

Call Chucks Roofing now — or reach us anytime at  888-885-5921 .

Storm damage? Our roofers act fast. Speak to an expert now 888-885-5921