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Lindsay Lohan starred as Anna Coleman alongside Jamie Lee Curtis in the 2003 family comedy Freaky Friday. At Lohan's own initiative, her character was rewritten and changed from a Goth style to be more relatable. Critic Roger Ebert wrote that Lohan "has that Jodie Foster sort of seriousness and intent focus beneath her teenage persona". Freaky Friday earned Lindsay Lohan the award for Breakthrough Performance at the 2004 MTV Movie Awards and, as of 2010, it remains her most commercially successful film, earning $160 million worldwide as well as an 88% approval rating on Rotten Tomatoes.

Leonardo DiCaprio's breakthrough came in 1992, when he beat out hundreds of other boys for the role of Toby Wolff in This Boy's Life, co-starring Robert De Niro and Ellen Barkin. His performance as the troubled, abused teenager was critically acclaimed and Hollywood soon took notice. Later in 1993, he co-starred as the mentally handicapped brother to Johnny Depp in What's Eating Gilbert Grape. Leonardo DiCaprio's performance earned him both Academy Award and Golden Globe nominations for best supporting actor.

In 2003, Ciara graduated from Riverdale High School in Riverdale, Georgia. Following that, she was signed by LaFace Records executive, L.A. Reid, with the help of Jazze Pha. She began production on her debut album later that year. In early 2004, Ciara wrote a demo with record producer, Sean Garrett. The demo was later brought to the attention of Lil Jon and became her debut single "Goodies". Lil Jon stated later that he knew it would be big seeing how it sounded similar to Usher's international hit, "Yeah!"