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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
My realtor suggested Dennis
It was just a small house, but it was on the market. Our contract was right at being signed and the buyer requested in a new roof miraculously Dennis Garrett was able to get this roof processed done flawless installation. Great product great service within four days we highly recommend.
Anonymous
I’m an insurance independent adjuster. I work with different roofing companies on a continual basis. I can say it’s always a pleasure when I drive up and see Dennis on the job representing the homeowner. He is honest and fair and never drags me out to an inspection where there is no damage.
Gave me 2 viable options
Came out on Tuesday and had me 2 options on paper by Thursday. He said “ if it were my house this is what I would do” that helped me choose wisely
Gutters perfectly done
His crew made our gutters in our driveway. Seamless , painted to match our trim , installed almost 200’ in one day. He even installed a leaf guard to help keep our gutters unclogged.
Came out on Thursday
Giving my roof a facelift Monday.. he didn’t try to sell me anything I didn’t need
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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.