Trailhead Media

About Us

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 South East. 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.