Jessica Simpson
Blonde, beautiful, and somewhat ditzy, Jessica Simpson dominated the reality TV scene in the 2000s with Newlyweds: Nick and Jessica. Before that, she was a pop singer that reached her peak with her first single, I Wanna Love You Forever, from her debut album.
But before the fame and the fortune, Jessica cheered at Texas and Richardson North Junior High School. But at the tender age of 15, she decided that school wasn’t for her and pursued a musical career. Things went her way when Columbia Records discovered her and immediately gave her a record deal. She released her memoir, Open Book, in 2020, where she talks about all the good and incredibly dark parts of her life.