Ashlee Simpson

Ashlee Simpson is a singer, songwriter, actress, and television personality recognized for her contributions to pop-rock music. Simpson began her entertainment career as a backup dancer for her sister Jessica Simpson before transitioning to acting, with a role on the family drama "7th Heaven." Her debut single, "Pieces of Me," reached the top five on the US Billboard Hot 100 and topped the Billboard Mainstream Top 40 chart. The success of this single propelled her debut album, "Autobiography," to the top of the US Billboard 200 chart, making it a high-selling debut album by a female artist and achieving multi-million sales worldwide.

Simpson's prominence increased with her reality television series "The Ashlee Simpson Show," which aired on MTV and documented her life and music career. Her second studio album, "I Am Me," debuted at number one on the Billboard 200 and was certified platinum, further establishing her presence in pop music. Her third album, "Bittersweet World," showcased a shift toward dance-pop and 1980s-influenced sounds, receiving positive critical reviews and peaking at number four on the Billboard 200. In 2026, Simpson won season 14 of "The Masked Singer."

In addition to her recording career, Simpson has appeared in theatrical productions and collaborative projects. She played Roxie Hart in the West End production of "Chicago" and reprised the role at the Hollywood Bowl. Simpson and her husband Evan Ross released a collaborative extended play titled "Ashlee + Evan" and embarked on a North American tour, accompanied by a reality television series of the same name. Simpson has also returned to performing with a residency at the Venetian resort in Las Vegas, marking a return to the stage after a period away from active touring and recording.