Montage Music Hall keeps booking the kinds of shows you hear about Monday morning from someone who made the drive and can’t stop talking about it. This Sunday, September 13, the Rochester club hosts Struggle Jennings — one of the more complicated and compelling figures working the intersection of country and hip-hop right now — for what should be a raw, personal night in a room that holds 400 people. Doors open at 6 pm, show starts at 6 pm. That is not a typo. Plan to arrive on time or you are missing it.
About Struggle Jennings
Struggle Jennings was born William Curtis Harness Jr. in Nashville, Tennessee, but the name he performs under carries weight that goes beyond a stage persona. He adopted the Jennings surname after growing up around Waylon Jennings, whom he considers his grandfather — Shooter Jennings is his uncle. That lineage hangs over everything he does, and he leans into it openly, not as a shortcut but as something to genuinely wrestle with on record and on stage.
His story is a hard one. His father was murdered when he was around ten years old. He served time — 2011 through 2016, plus an earlier stretch. He came out the other side making music that lives at the intersection of outlaw country grit and underground hip-hop, with a voice that sounds like it has earned every rough edge.
His latest project, Last Name, dropped March 13, 2026 — 13 co-written tracks produced by Ned Cameron, available on vinyl, cassette, and streaming. Jelly Roll appears on “Only God Knows.” The album is a deliberate pivot toward confessional, spiritually-grounded songwriting built around a redemption narrative that lands differently once you know the backstory. It is the logical next chapter after the four Waylon & Willie albums he recorded with Jelly Roll, which charted at #10 on Billboard’s Rap Albums chart.
Chris Casala opens. This is a 16+ event — leave the younger siblings at home.
The Venue
Montage Music Hall is a 400-capacity club at 50 Chestnut St in downtown Rochester. It is a proper room — tight enough that you are going to be close to the stage regardless of where you position yourself, which is exactly the right setting for an artist whose music runs this personal. More shows in the area on the Rochester / Finger Lakes region page.
Tickets & Pricing
Tickets are available through Etix. Grab yours here. Sunday night, 400 seats, an artist with a story this specific — do not count on walk-up availability.