Rising singer-songwriter Onoleigh joins the Bar Conversations to talk about her journey from a small town in Illinois and a career in social work to pursuing music full-time in Nashville. She shares the moment she decided to take the leap, her early days playing Broadway at Tootsie’s Orchid Lounge, her breakthrough 2025 EP First Rodeo, and the experiences that shaped her as an artist and songwriter.

Onoleigh also discusses her upcoming EP Love Bomb, arriving in October, including songs like “Copy & Paste,” “Waited Too Long” and “Losing Me in You,” and working with producers Paul Moak and ANTi. She talks about founding OVATION, performing without a setlist, staying authentic while building a career, and what fans can expect from her for the rest of 2026.

Jonathan’s Drinking: Hard Truth American Odd Bottled in Bond.

Country singer-songwriter Dan Alley joins Bar Conversations to talk about his journey from growing up in a musical family in Ohio to becoming a Nashville songwriter and recording artist. Dan shares stories from playing local bars as a teenager, moving to Nashville, and learning from legendary songwriters like Dean Dillon and Brent Cobb.

Dan also discusses writing hits for artists including Luke Bryan, Hudson Westbrook, Lainey Wilson, Jon Pardi, and Luke Combs, and what it means to finally step into the spotlight with his debut album Keepin’ On, arriving September 4. The album explores deeply personal themes including family, fatherhood, sobriety, and perseverance.

Plus, Dan talks about working with producer Lukas Scott, collaborating with Mae Estes, balancing songwriting with performing, and what fans can expect as he launches this next chapter of his career.

Jonathan's Drinking: Old Elk 10 YR Bourbon

Nashville-based trio The Woods joins the Bar Conversations for a wide-ranging chat about music, friendship, songwriting, and the unlikely paths that brought Dan O'Rourke, Raquel Cole, and Leland Rooney together. Dan shares the wild story of winning a karaoke contest at a retirement community in Arizona before going on NBC's The Voice, while Leland and Raquel talk about their own journeys through Nashville and what drew them to build something together as a band. The trio also discusses forming The Woods during the COVID lockdowns, their three-part harmonies, musical influences, growing up in different parts of North America, and the story behind their name.

The Woods also take us inside their latest single “Same Boat,” the making of its music video, and their upcoming song “Break It.” They discuss their love of putting their own spin on cover songs, balancing multiple lead singers and guitarists, Dan's background as a history major and its influence on their songwriting, and what's next for the band. From Nashville residencies and touring with Tim McGraw to The All-Star Nashville Road Show, the trio reflects on life onstage and what makes performing together special.

Jonathan's Drinking: Bardstown Cascadia Garryana Oak