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Milestones
- 2005: Voiced Alex the Lion in the animated feature "Madagascar"
- 2005: Co-starred with Jeffrey Wright in "This Is How It Goes," a play by Neil LaBute about an interracial love triangle set in small-town America; performed at the Public Theater in New York
- 2004: Cast as Dave Starsky in "Starsky & Hutch," an adaption of the 70's classic television show
- 2004: Starred as the risk-averse Reuben Feffer in the romantic comedy "Along Came Polly"
- 2004: Co-starred with Jack Black in the comedy "Envy," directed by Barry Levinson
- 2004: Starred opposite wife Christine Taylor in the comedy "Dodgeball: A True Underdog Story"
- 2004: Reprised his role of Greg Focker in the comedy Meet the Fockers
- 2003: Starred opposite Drew Barrymore in "The Duplex", directed by Danny De Vito
- 2002: Made cameo appearance as a firefighter in "Orange County", directed by Jake Kasdan
- 2002: Appeared in the comedy feature "Run Ronnie Run"
- 2001: Directed and starred in "Zoolander", based on a vacuous male model character he introduced on VH-1; Owen Wilson played a rival male model
- 2001: Portrayed the eldest child in a family of geniuses in "The Royal Tenenbaums"; Owen Wilson co-wrote screenplay with director Wes Anderson and co-starred as a family friend
- 2000: Co-starred with Robert De Niro in the box-office smash "Meet the Parents"; Owen Wilson had supporting role
- 2000: Played a rabbi in love with the same woman (Jenna Elfman) as his priest pal (Edward Norton) in "Keeping the Faith"
- 1999: Starred alongside Janeane Garofalo in the superhero comedy "Mystery Men"
- 1998: Offered strong dramatic turn as a heroin-abusing screenwriter in "Permanent Midnight", based on the memoir of Jerry Stahl; Owen Wilson also appeared
- 1998: Starred opposite Cameron Diaz in the mainstream low-brow blockbuster "There's Something About Mary"
- 1998: Took supporting role of a weaselly college drama professor in "Your Friends and Neighbors"
- 1997: Signed to exclusive contract by Fox; deal called for Stiller to establish a production company (Red House Productions) with Fox 2000 division
- 1996: Helmed the mainstream commercially "disappointing" Jim Carrey vehicle "The Cable Guy"; first film with Owen Wilson
- 1996: Starred in art-house hit comedy "Flirting with Disaster"
- 1995: Reruns (and one first-run episode) of "The Ben Stiller Show" aired on Comedy Central
- 1994: Feature directorial debut, "Reality Bites"
- 1992: Starred, created, wrote and directed segments of "The Ben Stiller Show"; Fox aired 13 episodes
- 1989: Starred, created and wrote "The Ben Stiller Show" for MTV
- 1987: Feature acting debut in Steven Spielberg's "Empire of the Sun"
- 1987: Made a 10-minute short spoof of "The Color of Money" and sold it "Saturday Night Live" (SNL)
- 1987: Became featured player on "SNL"
- 1987: TV acting debut (as an adult) in PBS' "American Playhouse" production of "The House of Blue Leaves"
- 1985: Broadway debut in the Lincoln Center revival of John Guare's "The House of Blue Leaves"
- 1976: Began making Super 8 films at age 10 (date approximate)
- 1975: Acting debut in a guest spot on his mother's series "Kate McShane" (CBS)
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