#1. Ashlee Simpson
Oh, Ashlee Simpson. It’s not like we really forgot about her… we more-so intentionally removed her from the spotlight and told her to sit out for a while.
Ashlee is the younger sister of Jessica Simpson, who was also more of a big deal in the 2000s but has managed to be occasionally relevant most of her career. Envious of her big sister’s fame, Ashlee managed to finagle a career in music with her premiere single “Pieces of Me.” From there, she got some more success in the forms of a musical album, her own television show, and even on London’s West End theatre district. However, her moment in the spotlight ended abruptly after her Saturday Night Live appearance where she was caught in the act of lip-syncing live from New York. Ouch. These days, she’s officially retired from acting (though few of us knew she actually tried it) and releases a new album every few years between divorces and having kids.