Save a Roof, Call a Cowboy

20 Years of Roofing Excellence: Expert Solutions for Commercial and Residential Repairs.

About Us

Welcome to Cowboy on Your Roof – a roofing company built on trust, expertise, and a legacy of excellence. As a second-generation roofer, I carry forward the values and skills passed down from my father, who boasts over 50 years of experience in commercial and residential roofing. With two decades of my own hands-on experience, I’ve honed my craft to offer you the highest quality roofing solutions.

We provide a service that is very much needed in roofing and we provide maximum services

Following in his footsteps, I bring over 20 years of personal experience in residential and commercial roofing. I have led sales at every company I’ve worked for, holding roles as a general manager, sales manager, and senior sales representative. Each year, I proudly complete over 100 residential projects and several commercial projects, maintaining an average closing rate of over 80% while generating my own leads.

Serving San Antonio, Texas Hill Country and surrounding rural communities, over to Sugar Land, down to the Coast and beyond

This is the reason why many people use our services

I specialize in all types of roofing systems, including durable and aesthetically stunning standing seam lifetime metal roofs. Partnering only with top-name manufacturers who stand behind their materials, I ensure that every project is built to last. One of our trusted suppliers, Atlas Roofing, provides industry-leading materials that meet the highest standards.

Give Us Feedback

Free means free with Dennis

August 9, 2025

He inspected my entire home the exterior and the roof and my solar panels. He was able to give me two thumbs up now I can sleep with confidence. I have no storm damage on my house. Having said that when I do, there’s only one gentleman I will call and that’s Dennis

Derrick Jones

He drove 4 hours to help me with two of our homes

August 9, 2025

No charge for Dennis driving to Houston to inspect our properties. We filed claims on both and Dennis is handling the insurance for us. We will add completion photos soon.. highly recommend

Sandy Porter

Roofed 4 projects for me in two weeks

August 4, 2025

Four of my rentals got damaged by hail. At least something great came out of it. I got to meet Dennis Garrett and witness personally his professional and knowledge in the storm damage industry. He upgraded all 4 roofs at no charge and handled the insurance company for me. Bravo Dennis Bravo

Bob Martinez

Stopped 3 leaks first time out

July 24, 2025

Another local roofer failed several times to address our leaky roof. Dennis came out and took the time to get in attic and locate the issues. His guys came out within 48 hours and took care of 3 leaks. Perfect service from a nice man.

Shelly D

Best service Best price

July 24, 2025

Dennis was professional and oversaw all aspects of the installation of our new metal roof on our main house and two out buildings. He worked well with our insurance company and had about 80% of our job covered by them. His price was roughly 3500.00 less than the other quote and we got more more bang for our buck with him. Highly recommend The Cowboy

Donna Smith
Scroll to Top