Matt Pless
Baltimore songwriter who came up busking New York's subways and the Sidewalk Café scene, now seven albums into a life of relentless DIY touring.
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About Matt Pless
Matt Pless is a folk singer from Baltimore with seven albums behind him, the latest of them Water Sign Language (2026). He cut his teeth in New York, playing streets and subway platforms and falling in with the Sidewalk Café scene in the East Village, then spent more than three years on the road, crossing the U.S. five times. Tumbleweed, the album from that stretch, sold more than 2,000 copies out of his car and at shows.
He has played the DIY underground alongside Days N Daze, Kimya Dawson and Jeffrey Lewis, shared bigger stages with Pete Seeger, Arlo Guthrie and Southern Culture on the Skids, and toured Canada, the U.K. and Europe.
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Questions about Matt Pless
Where is Matt Pless from?
Matt Pless is from Baltimore MD.
What kind of music does Matt Pless play?
Matt Pless plays folk-punk and singer-songwriter.
What festivals has Matt Pless played before?
Matt Pless has played The Fest 2026.