Within its first year, Trailhead Media had already grown into one of the largest bulletin and poster companies in the country, adding several more billboard networks to its portfolio across the Southeast and Midwest.
New Markets, New Assets
Acquisitions during this stretch included Dusty’s Outdoor Media (200 faces across Tennessee, Kentucky, and Indiana), Railroad Outdoor (250 faces in north Georgia), and additional assets from BPS and Wingate expanding the company’s Georgia, South Carolina, and Tennessee footprint.
By this point, Trailhead’s leadership team included CFO Elizabeth Jones, General Manager Kerry Cox overseeing South Carolina and Georgia operations, and John Murrow leading operations and real estate — the same John Murrow who would go on to become CEO in 2025.
The rapid pace of acquisitions reflected Trailhead’s strategy from day one: identify well-run, independently owned billboard companies across the Southeast and bring them into a single, growing network.
See that strategy in action on our Inventory page.
Read more about Trailhead’s history on the About page.
Source: Billboard Insider
