By the end of 2024, Trailhead Media had completed 44 acquisitions since its founding in 2020, growing into a network of 3,125 static faces and 299 digital displays across ten states — with its 300th digital billboard on the way. Browse the current billboard inventory across all ten states.
From a Standing Start to a Regional Network
Headquartered at 401 Central Avenue in Laurel, Mississippi, Trailhead Media built its footprint through a steady cadence of acquisitions across Alabama, Florida, Georgia, Kentucky, Louisiana, Mississippi, North Carolina, South Carolina, and Tennessee, under the leadership of CEO Randy Otto.
Looking ahead, the company’s growth strategy has centered on three pillars: continued acquisitions, new billboard construction, and converting static inventory to digital in key markets — a strategy that has kept Trailhead among the fastest-growing out-of-home companies in the Southeast.
Read more about how that growth started on our About page.
Source: Billboard Insider


