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Those looking for a romantic comedy can look no further. Released in 2010 and directed by Gil Junger, this film follows the story of Lane Daniels, an aspiring journalist. Lane gets a corporate job in order to write an undercover story about love in the workplace. As she navigates the complexities of her double life, she catches feelings for her manager, Tom. Lane must then sort out her professional wants with her personal ones. This film takes you along a roller-coaster of career aspirations, hidden identities, and love, offering many laughs in between.

Hilary Duff amusingly plays the role of Lane Daniels. Her love interest, Tom, is acted out by Michael McMillian. Jaime Pressly assumes the character of Kate White, the editor in chief at Cosmopolitan magazine. Lastly, Amanda Walsh was casted as Lane’s best friend, Joanne.

The movie was primarily filmed in New York:

  • Scenes were shot at Times Square (Broadway, 7th Avenue, West 42nd and 47th Streets) Manhattan.
  • There were also scenes filmed at 8th Avenue and West 57th Street, Manhattan.
  • Another movie location was at 6th Avenue and West 48th Street, Manhattan.

Some interesting facts:

  • This film was adapted from the book, Diary of a Working Girl, written by Daniella Brodsky.
  • This was the second film in movie history to feature both Hilary Duff and Jennifer Coolidge.
  • Hilary Duff experienced over 50 costume changes in the film, due to her fashion oriented character.