Jay Bragg is a third-generation songwriter and showman that moved to Nashville, Tennessee in 2015. As frontman for North of Nashville, Jay opened for acts such as Dierks Bentley, Gary Alan, Brothers Osborne, and Chris Stapleton, and as a solo artist, he opened up arena shows for Alan Jackson.

Jim Gray is the founder of Gray Artist Services and Redwood Highway Records, where he works closely with artists on development, branding, and long-term career strategy. He joins us to talk about the state of modern artist development, the tools independent musicians actually need, building sustainable careers in today’s landscape, and the philosophy behind Redwood Highway.

Joe Wunderle is a songwriter and guitarist originally from northeast Ohio, now based in Nashville. He’s released albums including Nowhere From Here (2020) and Times Are Strange (2021). His newest album, Here To Stay, was released earlier this year. Joe blends folk, country, blues, and bluegrass, with live-recording projects like The Magnolia Sessions capturing his stripped-down approach to music.

Chris Weisbecker is a drummer and producer that has worked with artist including Sterling Drake; Hannah Juanita, Teddy and the Rough Riders, Tony Hannah, Jim McGuinn, and many others. Originally from New Jersey, Chris moved to Nashville in 2019 and has since become an integral part of the country music scene and beyond.

Will Allison is the upright bassist and front man for the Nashville trio Wild Bill and the Bruisers. The band has built a deserved reputation for rowdy, unforgettable live shows that have made them one of the most exciting acts in Music City. Their debut album, Cuttin' the Mustard was released this past year.

Sarah Rudy is a West Virginia–based singer/songwriter, guitarist, and the frontwoman of the indie/alt-rock band Hello June. Hello June’s latest album, Artifacts, was released in October 2023 to strong notices from outlets including NPR and No Depression.

Jack Settle is a Nashville-based country artist originally from Oklahoma. Since 2017, he has released an EP, a full-length album, and several singles, including his 2023 single “Prairie Land.” A 2024 finalist at Tennessee Songwriters Week, he has taken his songs to local venues like the Bluebird Café, and he has performed across ten states.

Goldpine is a husband-and-wife Americana duo based in Nashville, Tennessee. Their high‑energy performances and tight harmonies have taken them across the country, from intimate listening rooms to major folk festivals. Known for their rich harmonies and heartfelt songwriting, they blend folk, country, and roots influences into their sound. Their latest album, Three, was released last month.