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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.
The project went on to sell over five million copies worldwide, making it her most successful album to date.
The duo began dating in June of last year after Ash's split from Pete Wentz, but reportedly, they broke it off during the Thanksgiving weekend due to scheduling difficulties.
"Vincent has been working a lot, so he hasn't been able to spend as much time with Ashlee, which has caused some problems.
During his early days, he also took several acting lessons and appeared in various Off Broadway productions.
Like her sister before her, Simpson became the center of considerable media attention, much of which focused on her relationship with musician Ryan Cabrera.
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.
He was associated with Villanova University in the ACHA Division.
But within a year, he got a serious injury in this shoulder and this forced him to quit his career as a player.