18. Anneliese van der Pol (Chelsea Daniels)
Anneliese van der Pol played Chelsea, Raven’s sweet but slightly dim-witted best friend, for the entire run of That’s So Raven. Once it was done, though, she went to Broadway and took on many different roles there, including that of Belle from the hit show Beauty and the Beast. And with her long chestnut hair still in place, she certainly looked the part in playing the Disney heroine.
17. Kyle Massey (Cory Baxter)
Kyle Massey’s Cory, Raven’s brother, turned out to be one of the most popular characters on the show. In fact, he even got his own spin-off, Cory in the House, which ran from 2007 to 2008. After that, though, he shed the baby fat, continued to work in showbiz and ended up as the runner-up in the 11th season of Dancing With the Stars.
16. T’Keyah Crystal Keymah (Tanya Baxter)
It was a shock to everyone when T’Keyah Crystal Keymah, who played Raven’s mother, quit That’s So Raven before its final season. And while rumors suggested that it was because she was bored of the role, it later transpired that she’d left to take care of her grandmother who’d been diagnosed with Alzheimer’s. It’s possible, though, that Keymah will be back for the spin-off, looking barely any older at all…