Legacy Five's first lineup consisted of tenor Josh Cobb, lead Scott Fowler, baritone Scott Howard, bass Glenn Dustin, and pianist Roger Bennett, who supplied a fifth vocal part in some songs. The group enjoyed great success with their first album release,
Strong In The Strength. The group's first Top 10 hit, "I Stand Redeemed", featured young tenor Josh Cobb. He won the Horizon Individual Award at the 2000
National Quartet Convention, and resigned from the group two days later, saying he felt he wasn't really part of the group. Cobb was replaced by Tony Jarman, who stayed with the group until 2004. Frank Seamans, who sang with Scott Fowler in the 1990s in a group called The Sound, replaced Tony and stayed with the group from 2004 to 2009. In 2005, he won the Horizon Individual Award. In September 2009, Frank Seamans announced his departure from Legacy Five due to his son's health issues. In October, his replacement, Gus Gaches, who previously sang with The LeFevre Quartet, was announced. On July 12, 2012, bass singer Glenn Dustin resigned, and was replaced by Matt Fouch from Soul'd Out Quartet. On October 8, Josh Feemster, formerly of Mercy's Mark, was named the new tenor for Legacy Five and started singing in December 2015. On April 21, 2017, pianist Trey Ivey announced his departure from Legacy Five to spend more time with his family and focus on his studio. On June 17, 2017, Josh Townsend, from the Lefevre Quartet, announced on his personal Facebook profile he had been chosen to be Ivey's replacement. On March 11, 2019, tenor Josh Feemster announced his resignation to work from home. Two weeks later, on March 25, baritone Scott Howard also announced his resignation to work at Danley Sound Labs, assisting clients with audio needs. On April 22, 2019, it was announced that Bryan Walker, former member of
the Perrys, would be taking over the baritone position. Also, songwriter Lee Black would join the group as the tenor singer. On May 24, 2021, Josh Townsend announced he would leave his position as the group's piano player to focus on producing his own music. His replacement, Garrett Anderson, was announced on Legacy Five's Facebook page on August 2. On March 4, 2023, Anderson announced his departure from the group after accepting a position with
Dailey & Vincent. A week later, Bryan Walker, too, announced his departure from the group. On June 5, 2023, Legacy Five announced the return of Tim Parton as pianist and the addition of Jake Losen as the new baritone singer. On June 16, 2025, bass singer Matt Fouch announced his resignation from the group. Ten days later, Jon Epley, formerly a baritone for
Greater Vision, was announced as Fouch's replacement. In January 2026, Scott Fowler announced on Facebook the departure of Lee Black, in October 2025, and Tim Parton, in December of the same year. In February, Caleb Ozee was announced as the group's new tenor and Philip Kolb as the new pianist. ==Performances==