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In September 2002, Britney Spears took a break from the spotlight, and in 2003 many music industry critics speculated that her career was in decline. Over the course of her first three albums, Britney Spears had sold approximately 54 million copies worldwide.

Britney Spears's sister, Jamie Lynn or simply Jamie Spears, is currently starting a career as an entertainer in the Nickelodeon show, All That. Her brother, Bryan Spears, is her co-manager. Britney's parents, Lynne and Jamie, have divorced.

In June 2002, Spears branched out as a restaurateur with the opening of a New York City eatery, NYLA, but the venture was not a success and the restaurant closed in 2003. Her appearance in the movie Crossroads, which reached number two in the box office charts, netted her a Razzie Award for worst performance of 2002.