About Us
Trailhead Media
Where Amazing Partnerships Begin
Trailhead Media is an all-new out-of-home media company with a growing network of static and digital billboards in attractive advertising markets in the Southeast. We are customer-focused and quality-obsessed, and unlike any other media company you may have worked with in the past.
Our Growth Story
Trailhead Media was founded in 2020 with the acquisition of the outdoor advertising assets of Busby Outdoor in Mississippi and Louisiana. This was followed shortly thereafter by deals with Cox Media, Spartan Outdoor Advertising, Leslie Outdoor, InSite MediaCom, and BPS Outdoor Advertising. In 2021, we continued to expand our footprint by acquiring the assets of 16 more operators. That was followed by 7 acquisitions in 2022 and 13 more in 2023. With two more in 2024, we have completed 44 acquisitions.
While our growth story has currently been focused on the southeastern United States, our ambition is national. We will continue to expand our network by identifying, acquiring, and operating well-run out of home media companies in attractive local markets from coast to coast.
Trailhead Media has a substantial legacy. Every company that we’ve integrated into the Trailhead family has brought its own talented people, practices, and customer relationships, adding to our culture and strengthening our DNA. Honoring the past while leaning into our vision for the future, Trailhead Media will build on this legacy by exploring new ideas, trying new things, embracing new technologies, and delivering a flawless product.
We are committed to delivering the perfect outdoor media canvas to our clients, while helping them become better marketers. This is what defines us as a company, because we know that when our customers succeed, we succeed.
Trailhead Media is a proud member of the Out of Home Advertising Association of America (OAAA) and Geopath. The company is headquartered in Laurel, Mississippi.
Our Passion
Being The Small Business Expert
by helping local organizations solve problems, attract and retain more customers and become better marketers.
Collaborating Closely
and treating customers the way they’d like to be treated – as true, long-term partners.
Working Smarter and Reducing Complexity
by making billboards easier to plan, buy and use.
Becoming a Force For Good
and an integral part of the local communities where we operate.
Our Values
Innovation
We continually adapt and evolve, embracing new technologies and methods to stay at the forefront of the advertising industry.
Integrity
We operate with honesty and transparency, building trust with our clients through consistent, reliable service.
Impact
We strive to make a significant difference in the success of our clients' businesses, delivering results that matter.
Inclusivity
We respect and value diversity, ensuring our services reach a wide and diverse audience.
Our Commitment
In out of home advertising, the medium is the message. We are fanatical about quality products, quality maintenance, and quality business processes. In fact, over the next two years Trailhead Media will spend over $20 million on quality initiatives like expanding our network, upgrading our inventory, improving lighting, and converting printed billboards to digital.
Our Investments
A Growing Network
dedicated to digital conversions and new builds.
Ongoing Upgrades
committed to upgrading billboard structures and asset enhancements
37%
of digital faces have been replaced, upgraded, and received technology improvements
