Company of the Day: Trailhead Media

 

Company: Trailhead Media

Markets:  Alabama, Florida, Georgia, Indiana, Kentucky, Louisiana, Mississippi, North Carolina, South Carolina, Tennessee

Address: 401 Central, Laurel, MS. 39440

Phone: 601-651-7800

Trailhead Media is a private company which was formed in 2020.  The company has a billboard plant with 3,250 faces, including 305 digital displays in ten states.  Trailhead is a member of Geopath, the OAAA and the IBOUSA.    John Murrow is President and CEO.  Elizabeth Jones is CFO.  Beth Bowers is CRO.  In February 2026 Trailhead Assistant Director of Real Estate Carl Hutchinson wrote a thoughtful piece in Billboard Insider titled Be Wary of Lease Inflators.  The OAAA did a recent across the desk feature with Trailhead CEO John Murrow.  They asked Murrow what excites him about OOH and he said this:

John Murrow, CEO, Trailhead Media

What excites you about OOH right now?

What excites me most is that OOH is getting smarter without losing what has always made it work. You can’t skip a billboard, block it, or scroll past it. Now we’re adding digital, programmatic buying, and better data on top of that, so advertisers keep the reach they’ve always counted on and gain flexibility and accountability. At Trailhead, we operate about 3,250 faces across nine southeastern states, including 305 digital displays. Digital lets a local business change its message by the week, the day, or the hour. On the operations side, AI is helping a lean, remote team serve local advertisers at a level that wasn’t possible a few years ago.

 

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