Trailhead Media Names John Murrow as President and CEO

Trailhead Media is excited to announce that John Murrow has been appointed as our new President and CEO, effective May 1, 2025. John steps into this role following the leadership of Randy Otto, who will continue to support Trailhead as Senior Advisor to the President.



John has been with Trailhead since our founding in 2020, most recently serving as Chief Operating Officer. In that role, he helped guide our growth from a startup into one of the Southeast’s leading out-of-home (OOH) advertising companies. Over the past three years, Trailhead has completed 44 acquisitions, expanding our footprint to more than 3,000 static billboards and 300 digital displays across 10 states.

John’s leadership has also been instrumental in modernizing our operations. He led the charge in integrating programmatic advertising into our offerings through partnerships with Screenverse and Apparatix, making our inventory more accessible and efficient for clients.

Randy Otto, who joined Trailhead as CEO in 2022 after a distinguished 46-year career in the OOH industry, including serving as President of Pattison Outdoor, brought invaluable experience and stability during a critical phase of our growth. His focus on operational discipline and strategic expansion laid the groundwork for the company we are today.

As Senior Advisor to the President, Randy will continue to provide guidance and support to ensure a smooth transition and sustained momentum.

With John at the helm, Trailhead Media is poised to continue our trajectory of growth and innovation in the out-of-home advertising sector, building upon the strong foundation established under Randy's leadership.

Please join us in congratulating John on his new role and thanking Randy for his continued dedication to Trailhead Media.