How To Lose Friends & Alienate People (2008) Jeff Bridges Clayton Harding Kirsten Dunst Alison Olsen Kelan Pannell Young Sidney Young Janette Scott Mrs. Young Simon Pegg Sidney Young Megan Fox Sophie Maes Gillian Anderson Eleanor Johnson Kelly Jo Charge Apollo Awards Presenter Christian Smith Apollo Awards Guest Katherine Parkinson PR Woman Felicity Montagu Clipboard Nazi Thandie Newton Herself John Lightbody Assistant Hotel Manager Directed by: Robert B. Weide Produced by: Tessa Ross, Paul White (II), Simon Fawcett Sidney Young, a smalltime, bumbling, British celebrity journalist, 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, 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. He dares to target the star clients of power publicist Eleanor Johnson. He upsets his direct boss Lawrence Maddox 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 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. ========== Sidney Young is a disillusioned intellectual who both adores and despises the world of celebrity, fame and glamor. His alternative magazine, Post Modern Review, pokes fun at the media obsessed stars and bucks trends, and so when Young is offered a job at the diametrically opposed conservative New York based Sharps magazine its something of a shock! It seems Sharps editor Clayton Harding is amused by Young's disruption of a post-BAFTA party with a pig posing as Babe. Thus begins Sidney's descent into success - his gradual move from derided outsider to confidante of starlet Sophie Maes. Initially helping him out at Sharps is colleague Alison Olsen, who has her own secret. Wither their friendship?