The Hobo Troubadour

Real story. Real songs. No polished fiction.
The Hobo Troubadour is the musical project of Josh Shepherd, an Illinois-based songwriter drawing from outlaw country, Americana, Appalachian storytelling, and a life shaped by service, family history, and blue-collar truth.
His songs carry the weight of old stories, worn boots, veterans’ scars, long roads, and the kind of hard-earned honesty that doesn’t need much polishing to leave a mark.
Whether on a bar stage, a bike night, a campfire session, or a stripped-down acoustic set, The Hobo Troubadour brings songs for people who have lived enough life to know what they cost.
“Not polished. Not pretend. Just true enough to leave a mark.”