Jo Dee Messina and Karen Waldrup

Jo Dee Messina, a powerful country singer from the ’90s, boasts nine No.1 hits, awards from ACM, CMA, AMA, Billboard, and GRAMMYs, and huge digital streams.

Karen Waldrup, born a country singer/songwriter, is known for her charismatic performances and nostalgic-modern country style. Her 1M-strong Waldrup Worldwide fan base enjoys her music, with viral videos amassing 400M views. She's played sold-out shows in 15+ countries and worked with Grammy-winning producers on albums like "Kendall County Road." A Top 5 finalist on NBC's The Voice, she's featured in Rolling Stone and others, and has won 12 Nashville Industry Music Awards. She's a BMI songwriter, NARAS member, and partnered with Mission of Hope: Haiti.