How to Lose Friends & Alienate People is a 2008 comedy film based upon Toby Young's 2001 memoir of the same name. The film follows a similar storyline, about his five-year struggle to make it in the United States after employment at Sharps Magazine. The names of the magazine and people Young came into contact with during the time were changed for the film adaptation. The film version (adapted by Peter Straughan) is a highly fictionalized account, and differs greatly from the work upon which it was built.

Directed by Robert Weide, it stars Simon Pegg, Kirsten Dunst, Danny Huston, Gillian Anderson, Megan Fox and Jeff Bridges, alongside Max Minghella and Margo Stilley. How to Lose Friends & Alienate People was released in the United Kingdom by Paramount Pictures and in the United States by Metro-Goldwyn-Mayer Pictures on 3 October 2008.