The Highway Artist Agency was founded on a whim in the heart of Eastern Kentucky—but driven by something much deeper: belief. While running The Alley on Main, a small-town venue with a big heart, we saw countless talented artists walk through the doors—many of them with star potential but no clear path forward. That spark of inspiration led us to take action and start The Highway.

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Today, The Highway Artist Agency is a boutique booking and representation agency committed to helping real artists build real careers. With a strong focus on Americana, country, and folk, we work to connect our roster with stages that matter—from intimate listening rooms to major festivals.

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Built by people who’ve been on both sides of the stage—owners, managers, bookers, and fans—we bring a grassroots approach to a fast-moving industry. We believe in honest work, authentic music, and the idea that the right opportunity can change everything.

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From small-town stages to national spotlights, we’re here to walk the road with our artists—every mile of it.