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.

Give Us Feedback

BwlmjJPSSyMTIWQY

November 19, 2025

zXqKQaGTDbaBIytcgR

LZvysfPIzbJkMpsfwneccglB

Johnny on the spot!!!

November 18, 2025

Thank you Dennis Garrett, Cowboy On Your Roof, for coming out so quickly today (within two hours of me reaching out and you were in Helotes at the moment) to inspect a roof on one of my Blanco transactions where time was literally of the essence for my Buyer Client!

Your timeliness, responsiveness, excellent communication, attention to detail and honesty are so appreciated and gave my client the peace of mind he needed to move forward with the transaction!

THANK YOU! 🌟🌟🌟🌟🌟

Misty

The crew was amazing

November 6, 2025

They roofed my home, garage, tool shed and guest cabin in 2 days. Very happy with the results. Dennis worked hard and got 80% of this covered by our insurance. He was 2300.00 less than the other bid

Wallace Burgeson

Two properties in one day

November 4, 2025

He inspected two of my rentals in San Antonio today and provided me with photos and a plan of attack.

Jeffery Goldstein

Roof report within 6 hours of me calling !

November 4, 2025

He had a written roof report with photos on my desk within hours of me calling him

Greg
Scroll to Top