Trailhead Media has purchased Wingate Media’s Tennessee billboards (excluding Nashville).  Readers are asking Insider about Trailhead.  The company keeps a low profile and flies below the radar.  Here’s what Insider knows.

Low profile.

Trailhead avoids interviews and asks sellers and investment bankers not to talk.  The Trailhead Media website contains little information.  Trailhead is backed by institutional investors Viking Capital.

Management

Robert Macmillan is CEO.  His resume has includes stints as a strategic advisor to Blip Billboards (2018-2020), Vice President of Landmark Dividends (2016-2020) and managing director of ROCAM Billboard Investments and BearOutdoor in the United Kingdom (2009-2020).  Prior to that time he was in investment banking.  He was educated in South Africa.  Elizabeth Jones is the company’s CFO.  Kerry Cox serves as general manager for the company’s South Carolina and Georgia assets.

Acquisition Driven

The company has acquired out of home companies in Georgia, South Carolina and Tennessee with plenty more on the table to judge what Insider hears.  Here’s a list of acquisitions.

Cox Media

InsiteMediacom

Leslie Outdoor

Spartan Outdoor

Wingate Media assets excluding Nashville

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