About Us.

Meet Rooster Roofers


At Rooster Roofers, we believe a roof shouldn’t come with surprises—especially when it comes to quality or price. Founded by Matt Guerrera and James McDonald, Rooster Roofers was born out of necessity when Matt struggled to find a reliable, transparent roofing service for his own home. After countless frustrating experiences, he realized there had to be a better way. So, alongside longtime friend and fellow problem-solver James, they set out to build it themselves.


We launched Rooster Roofers with a simple goal: Make roofing honest, straightforward, and stress-free. No bait-and-switch pricing. No disappearing contractors. Just dependable work from people who show up on time and stand by their word.


Matt brings a sharp business mind and firsthand experience as a frustrated customer, while James contributes a background in operations, sales, and scaling customer-focused services. Together, they created a company that prioritizes clarity, communication, and craftsmanship.

We’re not just building roofs—we’re building relationships that should last as long as your roof does.


Why Rooster Roofer?

  • Upfront pricing – no games, no hidden fees
  • Local crews you can count on
  • Responsive service that actually picks up the phone
  • Lifetime workmanship warranties
  • Tech-enabled quotes & project tracking for peace of mind


From the first quote to the final inspection, Rooster Roofers is committed to raising the standard for all roofing projects.

Certifications.

Fully Insured

Every member of our team completes mandatory training to ensure their safety at all times. We follow current safety standards and undergo rigorous and regular training.

Contractor Licensed in MA & RI
Every member of our team completes mandatory training to ensure their safety at all times. We follow current safety standards, and undergo rigorous and regular training.

Safety Certified

Every member of our team completes mandatory training to ensure their safety at all times. We follow current safety standards and undergo rigorous and regular training.

Why us

10

Years of experience

>100

Successful projects

24/7

Customer Support

More About Us
Group 4

“We are so happy with our new shingles and impressed with the team's quality and workmanship."

Lynda Jones

Group 4

“The crew was very professional and I would happily recommend them! My new roof looks great."

Harley Baker

Group 4

“Honest and reliable service. Everyone was polite and friendly. Would recommend this team for any job." 

Antony Sacks

FAQ

  • My roof leaks. Do I need to have it replaced completely?

    Not necessarily. It's possible that a section of your roof is loose, or that damage occured in one place only. We'll conduct a thorough investigation before suggesting repair options.


  • How long can I expect my roof system to last?

    A good ashpaly shingle roof should last up to 25-30 years depending on weather conditions, location, and proper maintenance. 

  • Are your services covered by my home insurance?

    Not necessarily. It's possible that a section of your roof is loose, or that damage occured in one place only. We'll conduct a thorough investigation before suggesting repair options.

  • When is the best time to do roofing repairs?

    During the months with the least rain.