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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
Installed gorgeous class 4 roof
He got us a major discount off of our homeowners insurance each year for installing a class 4 roof This was the roof that our Insurance Agent insisted that we get .. they installed it quickly and effectively… it was over 7000 ft.² of roofing and they did it in three days.
Repaired what the other guy could not
We had a reoccurring leak in the back of our home. We had another company try three times with no success … cowboy on your roof came out, found the problem addressed it. We got a hard rain and did a water test and the problem is fixed.
New custom gutters
He measured on Monday he installed on Tuesday. He did the front of the house and the back of the house matched our paint trim perfectly. We are pleased.
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.
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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.