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Simpson's debut single, "Pieces of Me" (2004), became a top five hit in the United States, and topped the Billboard Mainstream Top 40 chart based on radio airplay.

The success of the single and her reality show helped propel her debut album, Autobiography (2004), to the top of the Billboard 200 albums chart.

Looks like Ashlee Simpson has a new man in her life!

Jessica's little sis has a 4-year-old son with ex-husband Pete Wentz.He went through a lot in high school that helped him mature, like discovering Claude Tanner's body after his suicide, or his friend Derek Wheeler killing a two-year-old and blinding his friend Lucy Fernandez in a drunk driving accident.He also has an older brother, Glen Simpson, who came out to Archie as gay, which initially made Archie uncomfortable.The failure of the film, along with multiple critically panned performances, led to much media scrutiny towards Simpson.Despite this, Simpson's second studio album, I Am Me (2005), debuted atop the Billboard 200, becoming her second album to do so.

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Her breakout came following her appearance on the reality show Newlyweds: Nick and Jessica (2003–05), which focused on her sister Jessica and her then-husband Nick Lachey.