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How to Lose Friends and Alienate People Movie Cast, Plot and Everything to Know

Portrait of Amy Renner Amy Renner

Last modified: Jul. 28, 2009

How to Lose Friends and Alienate Peop...

Release Date: Friday, October 3, 2008

A small-time British celebrity journalist is hired by an upscale New York magazine and enters high society with disastrous results.

Director: Robert B. Weide

Starring: Simon Pegg Kirsten Dunst Danny Huston Gillian Anderson Megan Fox

R Comedy N/A

  • 3 / 5.0
63% 37%

Plot – What's the story about?

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Plot
In this hilariously funny fish-out-of-water tale, "How to Lose Friends and Alienate People" tracks the outrageous escapades of Sidney Young (Simon Pegg), a smalltime, bumbling, British celebrity journalist who is hired by an upscale magazine in New York City. In spectacular fashion Sidney enters high society and burns bridges with bosses, peers and superstars.

After disrupting one black-tie event by allowing a wild pig to run rampant, Sidney catches the attention of Clayton Harding (Jeff Bridges), editor of Sharp, and accepts a job with the magazine in New York City. Clayton warns Sidney that he'd better impress and charm everyone he can, if he wants to succeed. Instead, Sidney instantly insults and annoys fellow writer Alison Olsen (Kirsten Dunst). He dares to target the star clients of power publicist Eleanor Johnson (Gillian Anderson). He upsets his direct boss Lawrence Maddox (Danny Huston) and tries to make amends by hiring a stripper to dance for Lawrence during a staff meeting. Sidney, of course, doesn't stop there, finding creative ways to annoy nearly everyone. His saving graces: a rising, sexy starlet (Megan Fox) develops an odd affection for him, and in time, Alison whose friendship with him might be the only thing saving Sidney from torpedoing his career.
Comedy

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Who stars in How to Lose Friends and Alienate People – Cast List

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Who is making How to Lose Friends and Alienate People – Crew List

A look at How to Lose Friends and Alienate People behind-the-scenes crew and production team. The film's director Robert B. Weide last helmed Kurt Vonnegut: Unstuck in Time. The film's writer Peter Straughan last penned Conclave and The Goldfinch.

Production Companies

Production – What we know about the How to Lose Friends and Alienate People

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Movie Filming Timeline: Production Status Updates

Completed

Changed How to Lose Friends and Alienate People movie production status. The movie is ready for release.

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Additional Information

Parent Rating
R Restricted for language, some graphic nudity and brief drug material
Runtime
N/A
Tagline
Not available
Also known as
Not available
Language
English
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How to Lose Friends and Alienate People Trailers and Clips

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How to Lose Friends and Alienate People Release Date: When was the film released?

How to Lose Friends and Alienate People was released in on Friday, October 3 , 2008. There were nine other movies released on the same date, including RocknRolla, Nick and Norah's Infinite Playlist and Blindness.

How to Lose Friends and Alienate People DVD & Blu-ray Release Date

How to Lose Friends and Alienate People is scheduled to be released on DVD and Blu-ray on . Availability may vary by region. Pre-order your copy of How to Lose Friends and Alienate People today on Amazon.

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  • Added the Blu-ray release date of May 5, 2009

  • Added the soundtrack release date of October 14, 2008

  • Added the DVD release date of February 17, 2009

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Good Luck, Have Fun, Don’t Die Official Trailer #2

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