Koechner joined the act as Gerald "T-Bones" Tibbons, a character he had been playing on comedy stages for a few years, including a recurring character bit on SNL. Gerald Tibbons dates back to 1995, when he filmed a short television pilot based on the character's misadventures. The "Gerald" character, based on a real drifter named Four-Way George, became so popular that Koechner would go to auditions, only to find that Directors were always demanding his stage persona. The stage act, a mix of stand-up comedy and off-color country songs, became a hit on the Hollywood improv circuit, ultimately landing television performances on Late Night with Conan O'Brien, Jimmy Kimmel Live! and Real Time with Bill Maher. The Naked Trucker and T-Bones Show toured with fellow comedic musical duo, Tenacious D.