History of Ben Stiller in Timeline

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By Popular Timelines Editorial Team  · Updated:
Ben Stiller

Ben Stiller is a prominent American actor, comedian, director, and producer known for his versatility in both comedic and dramatic roles. Rising to prominence with his Emmy-winning sketch series, The Ben Stiller Show, he became a Hollywood staple through iconic performances in hit films such as There's Something About Mary, Meet the Parents, and the Zoolander franchise. Beyond acting, Stiller has established himself as a successful filmmaker, directing acclaimed works like Tropic Thunder and the Golden Globe-winning miniseries Escape at Dannemora. A member of a noted comedic family, he is recognized for his signature deadpan humor and has maintained a multi-decade career that spans blockbuster comedies and critical dramatic projects. Recently, he has garnered further praise as a director and executive producer for the psychological thriller series Severance, showcasing his continued evolution as a creative force in the industry.

November 30, 1965: Birth of Benjamin Edward Meara Stiller

On November 30, 1965, American actor, comedian, and filmmaker Benjamin Edward Meara Stiller was born.

1982: Release of Roadkill by Capital Punishment

In 1982, the post-punk band Capital Punishment, which featured Ben Stiller as the drummer during his high school years, released their studio album titled Roadkill.

1983: Graduation from The Calhoun School

In 1983, Ben Stiller officially graduated from The Calhoun School located in New York City, marking the completion of his secondary education.

1986: Broadway debut in The House of Blue Leaves

In 1986, Ben Stiller was cast in a role for the Broadway revival of John Guare's play, The House of Blue Leaves, performing alongside John Mahoney. The production was highly successful, ultimately winning four Tony Awards.

1987: Saturday Night Live Airs The Hustler of Money

In 1987, Ben Stiller's satirical 10-minute short film, The Hustler of Money, was broadcast on Saturday Night Live after gaining significant attention from the show's producers.

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1989: Saturday Night Live Tenure and Early Directing Projects

In 1989, Ben Stiller worked as a featured performer and writer for Saturday Night Live but departed after four episodes due to creative differences regarding his short films. Following his exit in 1989, he directed the short film Elvis Stories and subsequently created the MTV short film Going Back to Brooklyn, which parodied LL Cool J's music.

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1990: Premiere of The Ben Stiller Show

In 1990, Ben Stiller launched a 13-episode experimental television series titled The Ben Stiller Show on MTV. The show, which featured a unique 'vid-com' format, combined comedy sketches with music videos and included parodies of various films, television shows, and musicians, featuring Stiller alongside writers Jeff Khan and Harry O'Reilly.

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1990: The Ben Stiller Show premieres on MTV

In 1990, Ben Stiller produced and hosted his own variety sketch series titled The Ben Stiller Show, which premiered on the MTV network.

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1992: Development of Reality Bites

In 1992, Ben Stiller was approached to direct the film Reality Bites, leading him to spend the subsequent eighteen months refining the script with Helen Childress, handling fundraising, and casting the film's actors.

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1992: Premiere of The Ben Stiller Show on Fox

In 1992, The Ben Stiller Show premiered on the Fox Network, featuring a comedic ensemble cast including Ben Stiller, Janeane Garofalo, Andy Dick, and Bob Odenkirk. Despite low ratings during its 1992 run, the show was critically lauded and eventually secured an Emmy Award for writing.

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1992: The Ben Stiller Show moves to Fox

Starting in 1992, The Ben Stiller Show expanded its reach as the production moved to the Fox network for a new run of episodes.

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1993: Emmy Award win for The Ben Stiller Show

Following its run on Fox, in 1993, Ben Stiller was honored with a Primetime Emmy Award for Outstanding Writing for a Variety Program for his work on The Ben Stiller Show.

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1994: Directorial Debut with Reality Bites

In 1994, Ben Stiller made his debut as a film director with the release of the movie Reality Bites.

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1994: Release of Reality Bites

The film Reality Bites, directed by and co-starring Ben Stiller, was released in early 1994 and achieved a fifth-place ranking at the box office during its President Day opening weekend.

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1995: Role in Heavyweights

In 1995, Ben Stiller appeared alongside his parents in the family film Heavyweights, where he took on the challenge of portraying two separate characters.

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1996: Directing and Starring in The Cable Guy and Flirting with Disaster

During 1996, Ben Stiller directed and starred in the film The Cable Guy and also appeared in the independent film Flirting with Disaster.

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1996: Roles in Happy Gilmore, If Lucy Fell, Flirting with Disaster, and The Cable Guy

During 1996, Ben Stiller held an uncredited role as Hal L. in Happy Gilmore, starred in the films If Lucy Fell and Flirting with Disaster, and directed The Cable Guy starring Jim Carrey, in which Stiller also appeared as twins.

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1996: Creation of Derek Zoolander

In 1996, Ben Stiller hosted the VH1 Fashion Awards where he collaborated with Drake Sather to create a short film featuring the character Derek Zoolander, which received significant acclaim.

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1997: Derek Zoolander Sequel Short

Building on the success of the previous year, Ben Stiller developed a second short film centered on the Derek Zoolander character for the 1997 VH1 Fashion Awards.

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1998: Breakthrough Year in Film and Television

During 1998, Ben Stiller experienced significant professional success by starring in the surprise hit 'There's Something About Mary' and several dramatic films, including 'Zero Effect,' 'Your Friends & Neighbors,' and 'Permanent Midnight.' Additionally, in 1998, he hosted the MTV Video Music Awards, where he showcased his comedic range through sketches involving his father and a parody of the Backstreet Boys.

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1998: Release of There's Something About Mary

In 1998, Ben Stiller rose to prominence starring in the comedy film There's Something About Mary.

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1999: Stiller's Triple Film Release and WWF Appearance

During 1999, Ben Stiller starred in three motion pictures, most notably playing the role of Mr. Furious in the film Mystery Men. On July 26, 1999, he made a guest appearance on WWF's RAW is WAR to promote his upcoming work, during which he was subjected to a Figure-4 Leg Lock by wrestler Jeff Jarrett.

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2000: Launch of Meet the Parents Franchise

In 2000, Ben Stiller began his work on the Meet the Parents film franchise.

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2000: Successful film releases and television parody production

In 2000, Ben Stiller experienced significant career success by starring as Greg Focker in the critically acclaimed and financially successful film Meet the Parents. During this same year, he collaborated with MTV to create the short film Mission: Improbable, which served as a spoof of Tom Cruise's performance in Mission: Impossible II.

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2001: Release of Zoolander

Ben Stiller gained further fame in 2001 with the release of the comedy film Zoolander.

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2001: Performance in The Royal Tenenbaums

In 2001, Ben Stiller appeared in the independent film The Royal Tenenbaums.

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2001: Release and Production of Zoolander

In 2001, Ben Stiller directed and starred in the film Zoolander. The production faced unique challenges, including a ban in Malaysia due to its plot involving an assassination attempt on a prime minister, and the digital removal of the World Trade Center from the film following the September 11 terrorist attacks. The film also marked the beginning of a recurring professional collaboration between Stiller and actor Owen Wilson.

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2003: Release of Duplex

In 2003, Ben Stiller starred in the film Duplex, which was directed by Danny DeVito, marking a continued professional collaboration between the two.

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2004: Prodigious 2004 Film Slate

In 2004, Ben Stiller had a prolific year, appearing in six comedy films: Starsky & Hutch, Envy, Dodgeball: A True Underdog Story, Anchorman: The Legend of Ron Burgundy, Along Came Polly, and Meet the Fockers. While Envy struggled commercially, Meet the Fockers became his highest-grossing film of that year, earning over $516.6 million globally.

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2004: Release of Along Came Polly

In 2004, the film Along Came Polly was released, which was produced by Danny DeVito and featured Ben Stiller in a leading role.

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2004: Starring in Studio Comedies

Throughout 2004, Ben Stiller solidified his career by starring in multiple successful studio comedies including Along Came Polly, Dodgeball: A True Underdog Story, and Starsky & Hutch.

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2005: Start of Madagascar Franchise

Ben Stiller became involved in the Madagascar film franchise, which began in 2005.

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2006: Launch of Night at the Museum Franchise

Ben Stiller started his work in the Night at the Museum film franchise in 2006.

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2008: Release of Tropic Thunder

Ben Stiller continued his successful comedy career in 2008 with the release of the film Tropic Thunder.

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2008: Peter Swann begins tenure on Arizona Court of Appeals

In 2008, Peter Swann, who served as the bassist for Ben Stiller's high school band Capital Punishment, began his service as a judge on the Arizona Court of Appeals.

2010: Performance in Greenberg

In 2010, Ben Stiller starred in the Noah Baumbach independent film titled Greenberg.

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2011: Performance in Tower Heist

In 2011, Ben Stiller starred in the studio comedy film Tower Heist.

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2012: Conclusion of Madagascar Franchise Participation

In 2012, Ben Stiller concluded his work on the Madagascar film franchise, which spanned from 2005 to 2012.

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2013: Directing and Starring in The Secret Life of Walter Mitty

In 2013, Ben Stiller directed and played a lead role in the feature film The Secret Life of Walter Mitty.

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2014: Performance in While We're Young

Ben Stiller continued his work with director Noah Baumbach by starring in the 2014 independent film While We're Young.

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2014: Conclusion of Night at the Museum Franchise

The Night at the Museum film series, which featured Ben Stiller, concluded its run in 2014.

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2017: Performance in The Meyerowitz Stories

In 2017, Ben Stiller appeared in the Noah Baumbach-directed independent film The Meyerowitz Stories.

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2018: Directing Escape at Dannemora

In 2018, Ben Stiller directed the Showtime limited series Escape at Dannemora, a project that garnered him a Directors Guild of America Award and two Primetime Emmy Award nominations for both Outstanding Limited Series and Outstanding Directing.

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2018: Capital Punishment reunion

In 2018, the band Capital Punishment reunited to release a new EP titled This is Capital Punishment in celebration of Record Store Day.

2022: Directing and Executively Producing Severance

Starting in 2022, Ben Stiller took on the roles of director and executive producer for the Apple TV+ series Severance, which subsequently earned four Primetime Emmy Award nominations.

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2022: End of Peter Swann's judicial service

The judicial career of former Capital Punishment bassist Peter Swann on the Arizona Court of Appeals concluded in 2022.