Caleb Bailey & Paine's Run

Caleb Bailey & Paine’s Run was formed in 2021 following the success of Bailey’s acclaimed debut album Poplar & Pine. Based in the Shenandoah Valley of Virginia, the band has quickly built a reputation for delivering high-energy, heartfelt performances at high-profile fairs, festivals, and concert events across the region and beyond. Now entering an exciting new chapter, the group recently released their latest album on Turnberry Records, further solidifying Bailey’s place among today’s most compelling young voices in bluegrass.

Music runs deep in Bailey’s roots. His great-grandparents were recording artists and bluegrass promoters, and his great-uncle toured as a steel guitar and Dobro player with artists including Tom T. Hall and Eddie Rabbitt. Bluegrass Unlimited Magazine praises Bailey as “an authentic vocalist who gets his important messages across with mature and heartfelt songwriting and singing. He's got his own style and messages to share, seemingly beyond his years.”

Bailey’s songwriting journey continues to gain momentum. He was selected for the 2023 IBMA Songwriter Showcase for his co-write with Tim Stafford of Blue Highway, “The Story the Silence Never Told.” His co-write with Gaven Largent, “Mountain Bluebird,” was recorded by East Nash Grass, and his own #1 song, “Grim Reaper,” was featured on Poplar & Pine. Bailey has also written with respected songwriters including Byron Hill, Paula Breedlove, Dawn Kenney, Chris Burton, Rick Lang, Jack Shannon, Brandon Kyle, and David Morris — collaborations that continue to shape his evolving sound.

In addition to his work as an artist and songwriter, Bailey is committed to strengthening the bluegrass community. He founded the No Bull Just Bluegrass Festival, which will celebrate its second year during the July 4th weekend, bringing together top-tier talent and fans for a weekend dedicated to authentic bluegrass music.

With a growing catalog, national recognition, and a passion for both preserving and progressing the genre, Caleb Bailey & Paine’s Run continue to carve out a distinct and promising path in bluegrass.