About Our Company
About Gutter Cowboy
Your trusted gutter cleaning, repair, and installation company serving Southeastern Massachusetts and Rhode Island. Licensed, insured, and award-winning service since 2017.
Our Story
Built on Trust & Hard Work
Gutter Cowboy was founded in 2017 by Jason, the 'original' Gutter Cowboy, who believed that homeowners deserve honest, reliable gutter service at a fair price. What started as a small local operation has grown into one of the most trusted gutter companies in Southeastern Massachusetts and Rhode Island.
We've built our reputation one job at a time, earning 500+ five-star Google reviews and being named a HouseCallPro 'SuperPro' for 5 consecutive years. We specialize in hand cleaning all gutters, bagging debris, and flushing downspouts—dare to compare!
Licensed & Insured5x SuperPro WinnerHand Cleaning Specialists100% Satisfaction Guaranteed
500+
Google Reviews
Why Choose Us
The Gutter Cowboy Difference
Hand Cleaning Only
We clean all gutters by hand, bag all debris, and rinse—no shortcuts. Dare to compare our quality.
Easy Booking
Text 508-257-1832 for a quick free estimate or book online. Simple, fast, and convenient.
Award-Winning Service
500+ five-star Google reviews and 5-time HouseCallPro SuperPro. Our reputation speaks for itself.
Our Team
Meet the Pros
Jason
Founder & The Original Gutter Cowboy
Expert Technicians
Specially Trained Service Team
Customer Support
Dedicated Service Coordinators
Need Service? We're Ready to Help!
Call now for a free estimate or 24/7 emergency service