Country singer-songwriter Dave Fenley joins Bar Conversations to talk about his new album Rest Of My Life, the long road that led to the project, and the experiences that continue to shape both his music and personal life.

Dave reflects on growing up between Texas and Canada, singing harmonies with his father after baseball games and in church, fronting a rock band during the grunge era, and eventually leaving college behind to chase music full-time. He also shares stories from his appearances on America’s Got Talent and The Voice, how a broken guitar string at Whiskey Jam unexpectedly led to touring with Miranda Lambert, and the impact those moments had on his career.

Dave also dives into the making of Rest Of My Life, his first full-length album in 15 years, including the songwriting process behind tracks like “Waiting For,” “Pretty Face,” and the heartfelt title track inspired by fatherhood and family life. He talks about life as a husband and girl dad, his growing love for bourbon, upcoming projects tied to whiskey, and what it means to prepare for his Grand Ole Opry debut. Plus, Dave opens up about touring across Canada, connecting with fans beyond language barriers, what he loves most about performing live, and what fans can expect next.

Jonathan’s Drinking: Rare Character Single Barrel Series