
Family-owned | Sherman, TX & the Texoma region
From a torn-up roof to a brand new fence, Rich Hill and his crew show up when they say they will and stay until the job is done right. Honest work for homeowners across Grayson County.
Your journey starts with us
Trail Head Roofing and Construction is a family-owned company based right here in Sherman. Owner Rich Hill is known for transparency, showing up on time and staying on budget, the things that are surprisingly hard to find in a contractor. Whether it is a roof, a fence, a slab or a full remodel, you deal with people who treat your home like their own.
What we do
From a single repair to ground-up construction, here is what Trail Head takes on for homeowners and businesses across Grayson County and the Texoma region.
Leaks, missing shingles, storm and hail damage, flashing and decking. We find the real problem and fix it right the first time.
Full tear-offs and new installs done on time and on budget, with the decking and ventilation fixes most crews skip.
Cedar privacy fences, gates and ranch fencing built straight, plumb and clean, the way they should line up.
Barns, shops and metal building construction engineered for Texas weather and built to last.
Driveways, slabs, walkways and foundations poured level and finished to hold up under heavy use.
Home remodeling and renovations from a contractor who shows up, sticks to the plan and follows through.
Seamless gutters and downspouts that move water off your roof and away from your foundation.
Roof-mounted solar planned around the structure of your roof, not bolted on as an afterthought.
Storm or hail damage? Austin came from the insurance side and walks your claim through start to finish.

The details show. Trim that lines up clean is not an accident, it is how we work.
Why homeowners call us back
A Sherman Realtor refers her clients to Trail Head on a regular basis, because Rich does quality work, on time and on budget. That kind of word of mouth is earned one job at a time.
On time, every time, and we stay until the work is actually done, not just started.
Austin came from the insurance industry, so storm and hail claims are handled start to finish.
Clear numbers up front and no surprises. Customers tell us our pricing is very competitive.
Storm and hail damage
Texoma weather does not wait for business hours, and neither do we. Trail Head is open 24 hours a day, 7 days a week for storm and emergency calls. Because Austin worked in insurance, he knows how the claim process works and makes it straightforward for you, from the first inspection to the final shingle.

Everything we do, under one roof.
Recent work
A look at recent fencing and construction jobs around Sherman and the Texoma region. The same care goes into every roof we put on.





In their words
Rich is a stand up guy that does quality work, ON TIME, ON BUDGET! It's so rare these days to find contractors that show up when they say they will be there and stay until the job is done. Trailhead does exactly that. I am a Realtor and refer business to them on a regular basis.
Austin was terrific from day 1. His previous experience with insurance made that process simple. His crew showed up on time and went out of their way to accommodate us, including taking the trash can to the curb. Austin pointed out some fixes for ventilation that were inexpensive and easy to do during the replacement of the roof.
Trail Head Roofing repaired structural damage around my roof, replaced the roof along with some damaged decking and finished with replacing the attic vents. They were very professional and treated me and my home with respect before, during and after the job. Their pricing was very competitive. I highly recommend them.
Rich and his team did an incredible job replacing my roof, gutters and painting the exterior of my home. They exceeded my expectations in every way. He suggested several things that improved the design and are some of my favorite features now. Rich will go the extra mile to make it better than you originally imagined.
Rich Hill came to help us assess what we needed to do to the house. We didn't even have the money to pay him, but he took the time to look anyway and gave us as much info as he could. It's so nice to know that there are still good people in the world that are willing to help. Thank you Trail Head.
Where we work
Based in Sherman and working throughout Grayson County and the wider Texoma region. If you are nearby and need a roof, a fence or a full build, give us a call.
Free estimates
Tell us what is going on with your roof, fence or project and we will get back to you with a straight answer. No pressure, no surprises.