Drew Green with Darius Rucker, Jo Dee Messina, and more

Darius Rucker, born in South Carolina, achieved fame with multi-Platinum band Hootie & the Blowfish. As a solo Country artist, he's scored 4 No. 1 Country albums and 10 No. 1 singles, earning a GRAMMY for "Wagon Wheel." A Grand Ole Opry member, Rucker is a dedicated philanthropist, raising millions for children’s hospitals and education.

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.

Nashville artist Jackson Dean, from Maryland, is known for his gravel-toned vocals, intentional songwriting, and captivating live shows. His debut album "Greenbroke" featured the hit single "Don't Come Lookin'," making him the youngest solo male Country artist to top the charts. He tours with stars like Lainey Wilson, Toby Keith, and Miranda Lambert. His latest single is "Heavens To Betsy."

Chris Lane, from Kernersville, N.C., is known for hits like "Big, Big Plans," and collaborations with Lauren Alaina and Tori Kelly. With 2.2+ billion streams and multiple platinum singles, he's been featured on major TV shows and in PEOPLE’s Sexiest Man Alive issue. Achievements include nominations at iHeartRadio and ACM Awards.