North Carolina-grown and Nashville-based, Trey Calloway grew up singing in church and was a seasoned performer by the age of ten. Although southern and contemporary gospel were his first musical loves, as a teen, Trey developed a deep understanding and passion for the rocking, boot-stomping storytelling of '90s country legends and has been writing and performing country music ever since. Trey has opened shows for Joe Diffie, Tracy Lawrence, McBride & The Ride, Pat Green, Edwin McCain, and Craig Campbell, and has played for audiences at the Charlotte Speed Street NASCAR Festival, the House of Blues, Billy Bob's Texas and The Tennessee State Fair Opry Stage. Since mid-2023, Calloway has won Songwriter of the Year at the Texas Country Music Awards, had a music video featured on CMT, been picked up by Spotify editorial playlists, and is approaching three million streams on Spotify alone.