In the live performance of "Alcohol" on the Late Show with David Letterman, Brad Paisley was at a significant point in his career, having released his album "Time Well Wasted" in 2005. This album produced several hit singles, including the popular track "Alcohol," which highlights Paisley's blend of humor and introspective songwriting. The performance showcases his guitar prowess and stage presence, which have been defining features of his career. "Time Well Wasted" is noted for its commercial success and critical acclaim, further solidifying Paisley's position as a leading figure in contemporary country music. Additionally, during this period, he was recognized for his entertaining live shows, which often included a mix of storytelling and musical virtuosity, allowing him to connect with his audience in a personal way. This era also marked the beginning of his rise to stardom, reinforcing his reputation as a skilled performer and songwriter.