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32 Directorial Debuts By Comedians

By Graham Techler  |  March 29, 2017  |  4:05pm
Comedy Galleries Get Out
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  • comedian-directorial-debuts harlem-nights-poster Harlem Nights, Eddie Murphy: Murphy’s first and only film as a director sees him team up with Richard Pryor in a period piece about nightclub owners in 1930s Harlem. Despite the cross-generational team-up of Murphy, Pryor, Della Reese and Redd Foxx (in his last film), a weak script and unfocused direction made this a big nominee at the 1990 Razzies.
  • comedian-directorial-debuts sleepwalk-with-me-poster Sleepwalk With Me, Mike Birbiglia: Birbiglia adapted his one-man show and book into this autobiographical movie about a struggling stand-up with a dangerous sleep disorder.
  • comedian-directorial-debuts take-the-money-and-run-poster Take the Money and Run, Woody Allen: Technically, Allen made his debut with What’s Up, Tiger Lily?, a re-dubbed Japanese spy film. But his first time behind the camera was actually this mockumentary focused on a bank robber.
  • comedian-directorial-debuts real-life-poster Real Life, Albert Brooks: Albert Brooks elaborated on the “Albert Brooks” persona from his early SNL shorts with this brilliant spoof that predicted the rise of reality TV.
  • comedian-directorial-debuts a-new-leaf-poster A New Leaf, Elaine May: Comedy legend Elaine May began an illustrious directing career with this little-seen comedy where Walter Matthau attempts to marry her for her family fortune.
  • comedian-directorial-debuts jo-jo-dancer-poster Jo Jo Dancer, Your Life Is Calling, Richard Pryor: Pryor also only directed one film in his life, this semi-autobiographical drama where he played a thinly veiled version of himself named Jo Jo Dancer. If you didn’t know how tragic Pryor’s life was, you’d quickly learn from this movie.
  • comedian-directorial-debuts other-people-poster Other People, Chris Kelly: Molly Shannon won an Independent Spirit Award for SNL head writer Chris Kelly’s moving tribute
  • comedian-directorial-debuts anchorman-poster Anchorman, Adam McKay: Oscar-winner McKay started his directorial career off with a little period piece about a San Diego TV station, which also spawned a companion film made of improvised alternate takes.
  • comedian-directorial-debuts macgruber-poster MacGruber, Jorma Taccone: The Lonely Island’s Jorma Taccone turned a SNL sketch into a thoroughly insane and brilliant movie that bombed in theaters but became a cult hit.
  • comedian-directorial-debuts freak-dance-poster Freak Dance, Matt Besser: UCB founder Besser co-directed this musical dance film with Neil Mahoney, which also featured an ensemble cast of well-known improvisers.
  • comedian-directorial-debuts this-is-the-end-poster This Is the End, Seth Rogen and Evan Goldberg: After writing a string of successful comedies, Rogen and Goldberg made their directorial debut with this apocalyptic Hollywood in-joke about a party at James Franco’s during the biblical Revelation.
  • comedian-directorial-debuts tomorrow-night-poster Tomorrow Night, Louis C.K.: C.K. couldn’t get distribution for his surreal black and white comedy in 1998, but released it online in 2014 following the success of his show Louie.
  • comedian-directorial-debuts whos-the-caboose-poster Who’s The Caboose?, Sam Seder: Sarah Silverman co-stared with Seder in this film about comedians who travel to L.A. for pilot season, which also featured the now-closed Luna Lounge, an alt-comedy landmark.
  • comedian-directorial-debuts sour-grapes-poster Sour Grapes, Larry David: David himself doesn’t seem to remember this film fondly, making it a memorable punchline in a later episode of Curb Your Enthusiam.
  • comedian-directorial-debuts 40-year-old-virgin-poster The 40 Year Old Virgin, Judd Apatow: This hit made the careers of basically everyone involved, starting off Apatow’s comedy dynasty and turning Steve Carell into a movie star (saving The Office from cancellation in the process).
  • comedian-directorial-debuts the-goods-poster The Goods: Live Hard, Sell Hard, Neal Brennan: Despite co-writing the Dave Chappelle vehicle Half Baked, Chappelle’s Show creator Neal Brennan didn’t make his directorial debut until this disappointing 2009 film about a failing car dealership.
  • comedian-directorial-debuts wedding-daze-poster Wedding Daze, Michael Ian Black: The first of The State alumni to be featured here, Michael Ian Black directed this weird romantic comedy where Jason Biggs accidentally kills his girlfriend from the shock of his wedding proposal.
  • comedian-directorial-debuts hell-baby-poster Hell Baby, Robert Ben Garant and Thomas Lennon: On the other hand, blockbuster screenwriters Garant and Lennon made their debut with this supremely silly horror-comedy about a haunted house that possesses a pregnant woman.
  • comedian-directorial-debuts the-baxter-poster The Baxter, Michael Showalter: While he’s already receiving acclaim for directing Kumail Nanjiani and Emily V. Gordon’s The Big Sick, Showalter’s first film was this meta romantic comedy about the guy who is dumped in favor of the protagonist at the end of a romantic comedy.
  • comedian-directorial-debuts wet-hot-american-summer-poster Wet Hot American Summer, David Wain: The most successful filmmaker among The State’s impressive roster, Wain’s first film was initially a critical and commercial bomb before becoming an iconic cult hit, spawning both prequel and sequel Netflix series.
  • comedian-directorial-debuts drop-dead-gorgeous-poster Drop Dead Gorgeous, Michael Patrick Jann: The first member of The State to direct a full-length film was one of the least visible: Michael Patrick Jann was mostly off-screen with The State, directing most of the show with Wain, and in 1999 directed this high-profile beauty pageant mockumentary that starred Kirsten Dunst, Ellen Barkin, Kirstie Alley and a young Amy Adams. It’s his only film, but he’s directed for shows like Community, Flight of the Conchords and many more.
  • comedian-directorial-debuts hits-poster Hits, David Cross: One half of Mr. Show made his debut with this unexpected BitTorrent movie about a municipal worker (Veep’s Matt Walsh) whose life is changed by a viral video.
  • comedian-directorial-debuts melvin-goes-to-dinner-poster Melvin Goes to Dinner, Bob Odenkirk: The other half of Mr. Show made his debut with this unexpected movie adapted from Michael Bleiden’s play; about a weird dinner between old friends.
  • comedian-directorial-debuts rosewater-poster Rosewater, Jon Stewart: Stewart took a break from The Daily Show to write and direct this drama based on the life of an imprisoned journalist following the 2009 Iranian presidential direction.
  • comedian-directorial-debuts the-producers-poster The Producers, Mel Brooks: After years as a writer and performer, Brooks kicked off his legendary directing career with this show business parody, which was later turned into a smash Broadway musical.
  • comedian-directorial-debuts enter-laughing-poster Enter Laughing, Carl Reiner: Brooks’s partner also launched a directing career in the late 1960s. His autobiographical debut was based on a novel and stage play he had written. He went on to direct Steve Martin in a series of comedies in the late ‘70s and early ‘80s, including the classic The Jerk.
  • comedian-directorial-debuts shakes-the-clown-poster Shakes the Clown, Bobcat Goldthwait: Goldthwait later became a respected director of black comedies, but his much-maligned debut was this tale of an alcoholic birthday clown who is framed for murder, released at the height of his stand-up career.
  • comedian-directorial-debuts reality-bites-poster Reality Bites, Ben Stiller: Stiller unexpectedly helped define Gen X with this comedy-drama featuring Ethan Hawke and Winona Ryder.
  • comedian-directorial-debuts only-you-poster Only You, Betty Thomas: Second City alum Betty Thomas would later direct Private Parts, The Brady Bunch Movie and win an Emmy for her role on Hill Street Blues, but started her filmmaking career with this comedy about an unintentional Mexican vacation.
  • comedian-directorial-debuts the-big-picture-poster The Big Picture, Christopher Guest: In between Spinal Tap and Waiting for Guffman, Guest directed the underperforming but well-reviewed story of Kevin Bacon’s exploits as a student filmmaker in Hollywood.
  • comedian-directorial-debuts the-bellboy-poster The Bellboy, Jerry Lewis: The living legend hasn’t directed a film in over 30 years, but he directed most of his classic comedies from the ‘60s, starting with The Bellboy.
  • comedian-directorial-debuts monty-python-holy-grail-poster Monty Python and the Holy Grail, Terry Gilliam and Terry Jones: Monty Python’s first movie was directed by two of its members, both of whom went on to direct several more movies. Jones is best known for directing the subsequent Python films on his own, whereas Gilliam established himself as one of the most idiosyncratic directors of the last 40 years.
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32 Directorial Debuts By Comedians
  • comedian-directorial-debuts harlem-nights-poster Harlem Nights, Eddie Murphy: Murphy’s first and only film as a director sees him team up with Richard Pryor in a period piece about nightclub owners in 1930s Harlem. Despite the cross-generational team-up of Murphy, Pryor, Della Reese and Redd Foxx (in his last film), a weak script and unfocused direction made this a big nominee at the 1990 Razzies.
  • comedian-directorial-debuts sleepwalk-with-me-poster Sleepwalk With Me, Mike Birbiglia: Birbiglia adapted his one-man show and book into this autobiographical movie about a struggling stand-up with a dangerous sleep disorder.
  • comedian-directorial-debuts take-the-money-and-run-poster Take the Money and Run, Woody Allen: Technically, Allen made his debut with What’s Up, Tiger Lily?, a re-dubbed Japanese spy film. But his first time behind the camera was actually this mockumentary focused on a bank robber.
  • comedian-directorial-debuts real-life-poster Real Life, Albert Brooks: Albert Brooks elaborated on the “Albert Brooks” persona from his early SNL shorts with this brilliant spoof that predicted the rise of reality TV.
  • comedian-directorial-debuts a-new-leaf-poster A New Leaf, Elaine May: Comedy legend Elaine May began an illustrious directing career with this little-seen comedy where Walter Matthau attempts to marry her for her family fortune.
  • comedian-directorial-debuts jo-jo-dancer-poster Jo Jo Dancer, Your Life Is Calling, Richard Pryor: Pryor also only directed one film in his life, this semi-autobiographical drama where he played a thinly veiled version of himself named Jo Jo Dancer. If you didn’t know how tragic Pryor’s life was, you’d quickly learn from this movie.
  • comedian-directorial-debuts other-people-poster Other People, Chris Kelly: Molly Shannon won an Independent Spirit Award for SNL head writer Chris Kelly’s moving tribute
  • comedian-directorial-debuts anchorman-poster Anchorman, Adam McKay: Oscar-winner McKay started his directorial career off with a little period piece about a San Diego TV station, which also spawned a companion film made of improvised alternate takes.
  • comedian-directorial-debuts macgruber-poster MacGruber, Jorma Taccone: The Lonely Island’s Jorma Taccone turned a SNL sketch into a thoroughly insane and brilliant movie that bombed in theaters but became a cult hit.
  • comedian-directorial-debuts freak-dance-poster Freak Dance, Matt Besser: UCB founder Besser co-directed this musical dance film with Neil Mahoney, which also featured an ensemble cast of well-known improvisers.
  • comedian-directorial-debuts this-is-the-end-poster This Is the End, Seth Rogen and Evan Goldberg: After writing a string of successful comedies, Rogen and Goldberg made their directorial debut with this apocalyptic Hollywood in-joke about a party at James Franco’s during the biblical Revelation.
  • comedian-directorial-debuts tomorrow-night-poster Tomorrow Night, Louis C.K.: C.K. couldn’t get distribution for his surreal black and white comedy in 1998, but released it online in 2014 following the success of his show Louie.
  • comedian-directorial-debuts whos-the-caboose-poster Who’s The Caboose?, Sam Seder: Sarah Silverman co-stared with Seder in this film about comedians who travel to L.A. for pilot season, which also featured the now-closed Luna Lounge, an alt-comedy landmark.
  • comedian-directorial-debuts sour-grapes-poster Sour Grapes, Larry David: David himself doesn’t seem to remember this film fondly, making it a memorable punchline in a later episode of Curb Your Enthusiam.
  • comedian-directorial-debuts 40-year-old-virgin-poster The 40 Year Old Virgin, Judd Apatow: This hit made the careers of basically everyone involved, starting off Apatow’s comedy dynasty and turning Steve Carell into a movie star (saving The Office from cancellation in the process).
  • comedian-directorial-debuts the-goods-poster The Goods: Live Hard, Sell Hard, Neal Brennan: Despite co-writing the Dave Chappelle vehicle Half Baked, Chappelle’s Show creator Neal Brennan didn’t make his directorial debut until this disappointing 2009 film about a failing car dealership.
  • comedian-directorial-debuts wedding-daze-poster Wedding Daze, Michael Ian Black: The first of The State alumni to be featured here, Michael Ian Black directed this weird romantic comedy where Jason Biggs accidentally kills his girlfriend from the shock of his wedding proposal.
  • comedian-directorial-debuts hell-baby-poster Hell Baby, Robert Ben Garant and Thomas Lennon: On the other hand, blockbuster screenwriters Garant and Lennon made their debut with this supremely silly horror-comedy about a haunted house that possesses a pregnant woman.
  • comedian-directorial-debuts the-baxter-poster The Baxter, Michael Showalter: While he’s already receiving acclaim for directing Kumail Nanjiani and Emily V. Gordon’s The Big Sick, Showalter’s first film was this meta romantic comedy about the guy who is dumped in favor of the protagonist at the end of a romantic comedy.
  • comedian-directorial-debuts wet-hot-american-summer-poster Wet Hot American Summer, David Wain: The most successful filmmaker among The State’s impressive roster, Wain’s first film was initially a critical and commercial bomb before becoming an iconic cult hit, spawning both prequel and sequel Netflix series.
  • comedian-directorial-debuts drop-dead-gorgeous-poster Drop Dead Gorgeous, Michael Patrick Jann: The first member of The State to direct a full-length film was one of the least visible: Michael Patrick Jann was mostly off-screen with The State, directing most of the show with Wain, and in 1999 directed this high-profile beauty pageant mockumentary that starred Kirsten Dunst, Ellen Barkin, Kirstie Alley and a young Amy Adams. It’s his only film, but he’s directed for shows like Community, Flight of the Conchords and many more.
  • comedian-directorial-debuts hits-poster Hits, David Cross: One half of Mr. Show made his debut with this unexpected BitTorrent movie about a municipal worker (Veep’s Matt Walsh) whose life is changed by a viral video.
  • comedian-directorial-debuts melvin-goes-to-dinner-poster Melvin Goes to Dinner, Bob Odenkirk: The other half of Mr. Show made his debut with this unexpected movie adapted from Michael Bleiden’s play; about a weird dinner between old friends.
  • comedian-directorial-debuts rosewater-poster Rosewater, Jon Stewart: Stewart took a break from The Daily Show to write and direct this drama based on the life of an imprisoned journalist following the 2009 Iranian presidential direction.
  • comedian-directorial-debuts the-producers-poster The Producers, Mel Brooks: After years as a writer and performer, Brooks kicked off his legendary directing career with this show business parody, which was later turned into a smash Broadway musical.
  • comedian-directorial-debuts enter-laughing-poster Enter Laughing, Carl Reiner: Brooks’s partner also launched a directing career in the late 1960s. His autobiographical debut was based on a novel and stage play he had written. He went on to direct Steve Martin in a series of comedies in the late ‘70s and early ‘80s, including the classic The Jerk.
  • comedian-directorial-debuts shakes-the-clown-poster Shakes the Clown, Bobcat Goldthwait: Goldthwait later became a respected director of black comedies, but his much-maligned debut was this tale of an alcoholic birthday clown who is framed for murder, released at the height of his stand-up career.
  • comedian-directorial-debuts reality-bites-poster Reality Bites, Ben Stiller: Stiller unexpectedly helped define Gen X with this comedy-drama featuring Ethan Hawke and Winona Ryder.
  • comedian-directorial-debuts only-you-poster Only You, Betty Thomas: Second City alum Betty Thomas would later direct Private Parts, The Brady Bunch Movie and win an Emmy for her role on Hill Street Blues, but started her filmmaking career with this comedy about an unintentional Mexican vacation.
  • comedian-directorial-debuts the-big-picture-poster The Big Picture, Christopher Guest: In between Spinal Tap and Waiting for Guffman, Guest directed the underperforming but well-reviewed story of Kevin Bacon’s exploits as a student filmmaker in Hollywood.
  • comedian-directorial-debuts the-bellboy-poster The Bellboy, Jerry Lewis: The living legend hasn’t directed a film in over 30 years, but he directed most of his classic comedies from the ‘60s, starting with The Bellboy.
  • comedian-directorial-debuts monty-python-holy-grail-poster Monty Python and the Holy Grail, Terry Gilliam and Terry Jones: Monty Python’s first movie was directed by two of its members, both of whom went on to direct several more movies. Jones is best known for directing the subsequent Python films on his own, whereas Gilliam established himself as one of the most idiosyncratic directors of the last 40 years.

As if Jordan Peele didn’t have enough feathers in his cap, his directorial debut Get Out continues to blow critics and audiences away, earning over $150 million against a $5 million budget and garnering universal acclaim and very (very) early Oscar buzz. But it’s not only Get Out’s enormous success that’s got us thinking. It’s also (despite a biting satirical wit) not necessarily the kind of movie we’d expect from an expert character comedian.

So we’d thought we’d take a spin through previous directorial debuts by comedians and comedy writers. We’ll get you a more in-depth list of our favorites soon, but for now check out these 32 debut films by comedians; some expected, and some quite surprising.

NOTE: In researching this list, the problem of gender inequality amongst filmmakers (or, the “alleged” problem, if you’re Aaron Sorkin) became even more glaringly obvious. Comedy and film directing are often both vying for the title of “Most Obnoxious Boy’s Club,” and it turns out when the two are combined, things don’t get much better. There are already too-few examples of films written by or starring female comedians, and even fewer once you just look at directors. We’ve tried to make this larger list as exhaustive as possible, but if there are other films directed by female comedians that we were unaware of, we want to see them!

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