Save a Roof, Call a Cowboy

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

About Us

Teamed up with Elk Contracting to offer top-tier roofing solutions across Texas Hill Country. A partnership with an award winning team built on quality and trust.

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

7000 sq foot new roofing

June 26, 2025

Crew was Elks best… job was done in 2 days. I got 2 new solar vents and a 50 year roof. Great service and Cowboy with this every step of the way highly recommend

Davila Hammond

Upgrades !!!!

June 24, 2025

Dennis worked with our insurance company and had our 30 year roof replaced with a brand new 50 year class four impact resistant with all the bells and whistles and built us custom 6 inch gutters the beauty of it all is he did not charge us for the upgrades. The other company wanted about $4000 more. Be careful who you use in this industry.

D L

New roof !

June 20, 2025

Fixed rotted wood on my house, installed a solar vent, put 50 year roof on.. all in one day. Incredible service from Dennis and the Elk crew !!!

Lisa Womack

He met us on our timeline

June 11, 2025

We had storm damage in San Antonio for my recent hail storm, and we had already talked to three other roofing companies. We were blessed that the cowboy stopped by our house and knocked on our door. We certainly are happy that we gave him the opportunity to explain the Insurance process to us. He explained to us many things that were confusing us. Once he gave me the company story told me about his crew and explained the warranties, both labor and material. We signed a contract with him and could not be more excited.

Jay Standley

Could not be happier with our new metal roof over our downtown business

June 10, 2025

They replaced an old worn out and leaking metal roof, and removed everything off the roof that was no longer being used. They installed standing seam over the entire building and capped the walls off with matching materials. We love our new lifetime roof. Thanks Cowboy for the hard work.

Kevin Archiball
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