[2] The three friends continued to reunite for occasional Flatlanders performances, and in May 2002, released a long-awaited follow-up album, Now Again, on New West Records.

[2] After briefly attending Texas Tech University, Gilmore spent much of the 1970s in an ashram in Denver, Colorado, studying metaphysics with teenaged Indian guru Prem Rawat, also known as Maharaji.

He portrayed a bowler named Smokey, an aging, emotionally "fragile" pacifist threatened with a pistol by Walter Sobchak, "The Dude" Lebowski's best friend and sidekick (John Goodman).

Gilmore's song "Braver Newer World" is featured in the 1995 Noah Baumbach film Kicking and Screaming.

His version of "Mack the Knife" from the album One Endless Night is on the soundtrack of Jacques Audiard's 2009 film, A Prophet (Un Prophète).