- 2009: Co-starred with Michael Cera in the biblical comedy "Year One"; directed by Harold Ramis
- 2008: Co-starred with Mos Def in Michel Gondry's eccentric comedy "Be Kind Rewind"
- 2008: Voiced the lead character in the animated feature, "Kung Fu Panda"
- 2008: Co-starred in the Ben Stiller directed action comedy "Tropic Thunder"
- 2007: Portrayed Jennifer Jason Leigh's fiancé in "Margot at the Wedding" directed by Noah Baumbach
- 2006: Cast as a mexican cook who hits the wrestling circuit in "Nacho Libre," a comedy directed by Jared Hess
- 2006: Produced (also co-wrote and starred) "Tenacious D in: The Pick of Destiny," a film about his rock comedy band with Kyle Gass; also released the album, The Pick of Destiny
- 2006: Played rare romantic lead opposite Kate Winslet in director Nancy Meyers' romantic comedy "The Holiday"
- 2005: Cast as Carl Denham, an adventurer filmmaker in Peter Jackson's "King Kong" a remake of 1933 classic
- 2004: Co-starred with Ben Stiller in the comedy "Envy," directed by Barry Levinson
- 2004: Voiced Lenny in the animated feature "Shark Tale"
- 2003: Starred in the comedy "School of Rock"; earned a golden globe nomination for best actor in a comedy or musical
- 2001: Had leading role opposite Gwyneth Paltrow in "Shallow Hal"
- 2001: Released self debut album, Tenacious D with band member Kyle Gass
- 2000: Had a memorable supporting role as an obnoxious record store clerk in the feature "High Fidelity"
- 2000: Signed to star in the comedy "Saving Silverman"; reportedly earning $1 million
- 1999: Had a comedic turn alongside Gass as bumbling aspiring performers in Tim Robbins' "Cradle Will Rock"
- 1999: Featured in the acclaimed independent "Jesus' Son"
- 1999: Was creator, executive producer, writer and star of a three-episode series of comedy specials featuring the comedy rock band "Tenacious D" (HBO)
- 1998: Featured as a computer whiz in "Enemy of the State"
- 1998: Had a scene-stealing featured role in the independent thriller "Johnny Skidmarks," aired on HBO in lieu of theatrical release
- 1997: Acted in the action thriller "The Jackal"
- 1996: Along with Kyle Gass, appeared as Tenacious D in the inane comedy "Bio-Dome"
- 1996: Featured in the sci-fi fantasy film "Crossworlds," debuted on HBO in 1997
- 1995: Reteamed with Tim Robbins with a role in the director's acclaimed death row-set drama "Dead Man Walking"
- 1994: Formed Tenacious D with guitarist Kyle Gass
- 1994: Was featured in the fantasy sequel "The Neverending Story III"
- 1993: Appeared in the futuristic actioner "Demolition Man"
- 1993: Made TV-movie debut with a cameo in the NBC crime drama "Marked For Murder"
- 1992: Film debut as an obsessed fan of Tim Robbins' folk-singing politician "Bob Roberts"
- 1982: Made acting debut in a commercial for the Atari videogame Pitfall at age thirteen (date approximate)
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