The film tells the story of Sidney Young (Pegg), a British journalist who unexpectedly gets hired to write for an important New York magazine.
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He is at first awed by his new surroundings and the glamour of upscale New York. His new life revolves around an endless string of parties and events, though he continues to strike out with the ladies. All of the staff find him weird and annoying, including Alison (Dunst), a fellow writer, and his boss Lawrence. The magazine editor, Clayton Harding (Bridges), likes his risky and edgy writing style.
At an elegant party he meets Sophie Maes (Fox), a very attractive movie star, but is discouraged from approaching her by Lawrence. During the following days he starts bonding with Alison and learns that she and Lawrence had been having an affair. Before he can ask her out, he finds out that she and Lawrence quit their jobs and Sidney is promoted. His success attracts the attention of Sophie, but he realizes that he doesn't love her. At a prestigious awards ceremony he breaks up with her, causing a massive commotion and losing his job in the process. He runs into Lawrence, who tells him that he and Alison broke up because of Alison's feelings for him.
Sidney meets up with Alison at a movie screening and the two share their feelings for each other end up together
Best part of story, including ending:
I didn't like the story because all the people populating this world are about as deep as cardboard. Simon Pegg does his best to rescue the film, but he isn't given much to work with.
Best scene in story:
The scenes between Simon Pegg and Gillian Anderson, playing a hardened publicist, bring a little life into this limp husk of a film
Opinion about the main character:
The culture clash that Sidney experiences is forced and the character comes off as unnecessarily awkward and downright stupid at times. His clumsiness is played for laughs but hints at desperation from the filmmakers.