november, 2026

sun15nov7:30 pmsun10:00 pmJesse Roper7:30 pm - 10:00 pm MilkBoy, 1100 Chestnut Street

Time

(Sunday) 7:30 pm - 10:00 pm

Location

MilkBoy

1100 Chestnut Street

Event Details

Jesse Roper is a modern-day troubadour; a Canadian artist defined by his authenticity and adventurous spirit; guitar in hand and a grin on his face. A master at connecting his personal experiences to his songwriting, he crafts wildly entertaining narratives of the challenges and eccentricities of life, pulling inspiration from all that surrounds him. His musings on love (both won and lost), the call of the road and the promise of what's round the corner draw similarities to JJ Cale, Leon Bridges, and Alabama Shakes. Across streaming platforms, he’s racked up over 500,000 monthly listeners and more than 50 million streams. With his latest EP ‘Daisy Wake Up’, Jesse Roper continues to carve out his place as one of Canada’s most compelling modern Americana artists — blending heart, humour, and hard-earned perspectives into songs that feel as lived in as they are infectious.