Jo Dee Messina and George Birge

Jo Dee Messina, from Framingham, MA, became a '90s country star with crossover appeal. Known for hits like "Heads Carolina, Tails California" and "Bye Bye," she collaborated with Tim McGraw. Her 1998 album "I'm Alright" made her the first female country artist with three multi-week number ones from a single album. She earned accolades from CMA and ACM and her 2000 album "Burn" went number one. Later, she launched her label, Dreambound Records.

Austin, TX native George Birge, known for hits "Cowboy Songs" and "Mind On You," amasses 150M+ streams. Billboard’s Country Rookie, he's opened for Luke Bryan, Dylan Scott, and more.