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.

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Dennis Garrett Roofer Service
Clean truck, professional service, crew was professional and my yard after the job was spotless. They completed the job in 1 day !
Was 11,000.00 less than the other bid
We are ecstatic that we met the boys at Elk construction , their crew and our salesman Dennis Garrett. We were shocked with the first quote that we had from another company. When Dennis came out and went over everything and explained to us how the Insurance process worked it made total sense. He helped us out in ways the other company did not even show us. Today we have our roof that we have dreamed about for years … a beautiful brown standing seam roof flawlessly installed and he saved me a ton of money.
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New construction unique structure
One of a kind new build in Blanco Texas. Every piece on this house is custom. Had several construction interruptions that slowed the production of the decking and roof structure. This had nothing to do with Dennis our roofing contractor. Dennis was patient and had his crew on site the day my framers were ready for him. The Cowboy built each metal panel on site to make sure the entire standin seam roof fit perfectly. Roof came out perfectly and Dennis was several thousand dollars less than the other quote.
Saved my real estate deal
I represented the seller. I’m a realtor in Texas. We were in a fast closing and the roof did not satisfy the inspector. Dennis came out last Monday and ran the inspection meeting with the insurance company on Wednesday. Had a contract to me by Friday and I have a brand new 50 year class three Roof on Monday that just added over $20,000 value to the home I’m selling. You can’t go wrong with Dennis.