Featured release
Still Hollow EP
Raw outlaw country and Americana built from hard miles, old family ghosts, and the kind of truth you only earn the hard way.
Music
Lead with your strongest song first.
Add your Spotify, Apple Music, Bandcamp, or video links here as your releases go live.
Shows
Book The Hobo Troubadour.
Available for venues, private events, support slots, bike nights, and regional bookings.
BOOKING
Midwest
Now taking inquiries
Bars, venues, bike nights, private events, and support slots
About
Real story. Real songs. No polished fiction.
The Hobo Troubadour is the outlaw country and Americana project of Josh Shepherd, blending Appalachian storytelling with hard-lived truth. Drawing from family legacy, veteran experience, and backroad miles, his songs carry the weight of real life—gritty, honest, and built to be felt whether around a campfire or on a barroom stage.
This project lives at the intersection of family memory, working-class grit, and songs meant to leave a mark instead of sounding pretty.
Story
Images that carry the weight behind the songs.
Contact
Make it easy for the right people to reach you.
Booking
For venues, private events, support slots, bike nights, and regional bookings.
Socials
Home base
Highland, Illinois
Available for Midwest bookings and regional travel.