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20 Years of Roofing Excellence: Expert Solutions for Commercial and Residential Repairs.
"Came out same day and found our leak..was back in an hour and repaired it. He also is sending us a quote for a new roof."
— Rodger Terrell
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Local San Antonio
Roofing Contractor.
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.
Schedule Your Free Roofing Quote Today
Roof Replacement
With Cowboy.
Residential and Commercial Roofing
Expert repair services to address leaks, damage, or other roofing issues.
Roofing Systems Installation
We specialize in installing a variety of roofing systems to meet your needs.
Roofing Systems Installation
Get a detailed report & photos. A Certified Specialist will evaluate your roof.
You'll Receive Your Free Quote
Receive your Quote after our inspection. We offer 0% Financing options.
We'll Take Care Of Everything Else
Our dedicated team will coordinate with you at each step of the installation.
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Reason Why Many People Use Cowboy 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.
Exceptional Result
You Can See.
Give Us Feedback
Porch looks like part of the house now
We had a very primitive porch built and always leaked. We hired Dennis and his crew. They completely tore our old porch apart and built new supports added steel for strength..built a new porch with a slope on it that now looks like part of the house. Its very eye appealing, and we couldn’t be more happy.
Happy homeowners !
⭐⭐⭐⭐⭐
Gary Boubel • Blanco, TX
I want to say a BIG THANK YOU to Cowboy On Your Roof for an amazing job on my roof!
A big thanks to Dennis Garrett for going above and beyond. Dennis and his crew did way more than I was expecting, and the roof looks great!
If you ever need any kind of roofing job done, there’s only one person to call:
COWBOY ON YOUR ROOF 🤠🏠
Your Roofer for Life!
Thanks again, guys. Great job!
⭐⭐⭐⭐⭐
Lake house
Our cute little Canyon Lakehouse was for sale. Dennis was out gave us a very reasonable quote and roofed our house in less than one day. We could not be more than satisfied.
Commercial repairs
I own a large restaurant it’s located in a very big commercial building. The owners of the building have been trying to repair my roof issues for five years with no success. Dennis and his guys came out identified several issues supplied drone shots, and videos from the roof. We actually came to an agreement in less than 12 hours and he did all repairs properly within 24 hours.
Realtors dream !
Talk about fast ! They helped me close this deal by working against a strict timeline and performing excellent work. 7700 sq ft of new roofing just in time for the buyers to move in.
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Service Coverage
Across Texas
We proudly serve San Antonio, the Texas Hill Country, and the surrounding rural communities, delivering reliable service across a broad and growing region. Our reach extends through Sugar Land, down to the Texas Coast, and beyond, allowing us to support both urban and rural clients with the same level of quality, professionalism, and commitment wherever we work.