As of August 2026, How to Lose Friends & Alienate People is a Comedy film from 2008 rated 6/10. Find out where to watch it below.
How to Lose Friends & Alienate People poster

How to Lose Friends & Alienate People

2008 110 min Comedy · Romance · Drama ⭐ 6/10 M UK Production

Looking for something that actually makes you laugh? How to Lose Friends & Alienate People delivers. The runtime earns every minute, with nothing here that feels like padding. With 854 viewer ratings on TMDB, this is not a title flying under the radar. Simon Pegg leads a cast with real comic timing. Available now — press play and find out why people keep recommending it.

There is a reason How to Lose Friends & Alienate People keeps coming up in conversation. The jokes in How to Lose Friends & Alienate People land because the characters underneath them are worth caring about. Sidney Young is a down-on-his-luck journalist. Thanks to a stint involving a pig and a glitzy awards ceremony, Sidney turns his fortunes around, attracting the attention of Clayton Harding, editor of New York-based glossy magazine 'Sharps', and landing the holy grail of journalism jobs. The Brit jets off to the Big Apple and moves from one blunder to the next. Simon Pegg and Kirsten Dunst lead a cast with the timing to make it work. How to Lose Friends & Alienate People came out in 2008. How to Lose Friends & Alienate People earns its laughs from character rather than situation, which is why it does not wear thin the way pure farce tends to. There is real craft here, even in the moments that do not fully land.

How to Lose Friends & Alienate People is the kind of thing you put on in the background and end up fully watching. It stands on its own even without an obvious comparison point. A contained runtime means every scene is doing real work. Simon Pegg is funny in a way that holds up on rewatch. Put it on when you need something guaranteed to land.

How to Lose Friends & Alienate People was released in 2008, directed by Robert B. Weide. The full 110-minute film is available to watch now. Find exactly where it's streaming below, and TV Butler Pro makes it effortless to track your progress as you go. Just search the name, and Butler finds it instantly, tells you which service has it, and remembers exactly where you left off.

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📡 Where to Watch How to Lose Friends & Alienate People

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🎭 Cast of How to Lose Friends & Alienate People

Simon Pegg
Simon Pegg
Sidney Young
Kirsten Dunst
Kirsten Dunst
Alison Olsen
Danny Huston
Danny Huston
Lawrence Maddox
Megan Fox
Megan Fox
Sophie Maes
Jeff Bridges
Jeff Bridges
Clayton Harding
Gillian Anderson
Gillian Anderson
Eleanor Johnson
Max Minghella
Max Minghella
Vincent Lepak
Jefferson Mays
Jefferson Mays
Bill Nathanson
Bill Paterson
Bill Paterson
Richard Young
Miriam Margolyes
Miriam Margolyes
Mrs. Kowalski

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