In July 2005, when Umphrey's McGee performed "Anchor Drops" at Prospect Park Bandshell during the Big Summer Classic, they had recently released their album "Anchor Drops," which came out in August 2004. This album marked a significant point in their career, showcasing their blend of rock, jazz, and progressive elements, and helped to establish their reputation in the live music scene. The band's improvisational style began to gain recognition during this period, particularly through their frequent live performances. Notably, the concert in Brooklyn was part of their growing presence in larger venues, reflecting their expanding fan base and the increasing demand for their unique sound. The live recording embodies the dynamic energy and musical versatility that fans have come to expect from Umphrey's McGee, encapsulating a key moment in their evolution as a prominent jam band.