The Kentucky singer-songwriter opened for The Wilder Blue at the same room on June 12. Five months later he’s back on the Back To My Roots Tour, presented by Peachtree Entertainment. Doors at 7 p.m., show at 8 p.m. All ages.
Old Rock House sits at 1200 S. 7th Street in St. Louis. The intimate historic room has always been a good fit for story-first writers. Flynn’s set should feel even more like a conversation this time.
Flynn is from Pulaski County in the Bluegrass State. He was studying biomedical sciences at Eastern Kentucky University and working insurance when a 2021 wreck flipped his ’99 4Runner three times across I-75. He walked away and decided he wasn’t going to spend another day doing work he didn’t love. He quit the job, moved into his grandmother’s basement, started drawing charcoal portraits to pay bills, wrote songs, and hit open mics. First public gig came in early 2022. He’s been on the road ever since.
He calls the sound Appalachian Soul: country, folk, soul, gospel, and southern rock with lyrics that sound lived-in rather than workshopped. In 2025 he was named Artist in Residence at the Kentucky Music Hall of Fame. This year he signed with Big Machine Records/Nashville Harbor and WME. The debut album is still coming; the singles already out — “Wasted Day,” “Robbing A Bank,” “Dreams Keep Dying,” “You, Not Me” — give a clear picture of where he’s headed. “Can’t Never Could” remains a fan favorite from earlier work.
The tour name isn’t marketing fluff. Flynn has said the run is about the people, places, and stories that shaped him. St. Louis is one of those stops where he already has a little history. Expect the newer material mixed with the rawer earlier songs, plus the kind of between-song talk that makes a mid-size room feel smaller.
Tickets are available through Old Rock House and hunterflynn.com. Sunday night at the Rock House is usually a good bet if you want to hear the songs before the rooms get bigger.
