By Neia Balao
5:34am PDT, Mar 17, 2021
As well as starring in "She's the Man" in 2006, Amanda Bynes wrapped The WB sitcom "What I Like About You." She went on to star in the films "Hairspray" and "Sydney White" and earned her last on-screen credit in 2010's "Easy A." Not long after, her personal struggles made more headlines than her career as she battled arrests, drug use and mental health issues. Since 2013, her mother has been in control of her affairs as her conservator, and in 2014, Amanda revealed that she'd been diagnosed with bipolar disorder. The former Nickelodeon star — who graduated from California's Fashion Institute of Design and Merchandising in 2019 — has since found love: Amanda announced her engagement to Paul Michael, whom she reportedly met in Alcoholics Anonymous, in 2020.
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Channing Tatum played Duke Orsino, the Illyria Prep soccer team captain who's also Viola's roommate (and love interest).
Channing Tatum went on to land starring roles in many big movies from "Dear John" and "The Vow" to "Magic Mike" (which he also produced) and "21 Jump Street." The actor — who was married to "Step Up" co-star Jenna Dewan, with whom he shares a daughter, from 2009 to 2018 — also appeared in the films "Don Jon," "Logan Lucky," "Kingsman: The Golden Circle" and "Smallfoot." The Alabama native has quite a few flicks on the horizon: "Dog," "America: The Motion Picture," "Lost City of D" and "Wingmen." He and British pop star Jessie J dated on and off from 2018 to 2020.
Alexandra Breckenridge portrayed Monique Valentine, Sebastian's on-again, off-again girlfriend.
Since appearing in "She's the Man," Alexandra Breckenridge has appeared on notable shows including "Dirt," "The Ex List," "Life Unexpected," "True Blood," "American Horror Story" and "The Walking Dead." From 2005 to 2018, she voiced numerous characters on "Family Guy" and in 2018, she appeared on an episode of "Law & Order: SVU." From 2017 to 2020, she portrayed Sophie, Kevin's (Justin Hartley) childhood sweetheart on "This Is Us," and from 2019 to 2020, she played Melinda Monroe on the Netflix drama series "Virgin River." Her next on-screen appearance will be in the thriller film "In Limbo." Since 2015, she's been married to Casey Hooper, with whom she shares two children.
James Kirk portrayed Sebastian Hastings, Viola's brother who travels to Europe with his band.
James Kirk played Barry on the ABC drama series "Somewhere Between" (pictured) in 2017, appeared in the TV movies "All of My Heart: The Wedding" and "Welcome to Christmas" and voiced the Golden Lynx on the animated miniseries "Hatchimals: Pixies." As for his next project? The Canadian actor will appear in the sci-fi film "Needle in a Timestack," which stars Orlando Bloom, Leslie Odom Jr. and Cynthia Erivo.
David Cross played Illyria Prep's principal, Horatio Gold.
In addition to appearing in "She's the Man" in 2006, Emmy-winning writer David Cross, who's also earned Grammy nominations for his comedy albums — was going on his third year of portraying Tobias Fünke the acclaimed FOX sitcom "Arrested Development." David, who married actress Amber Tamblyn — with whom he shares a daughter — in 2012, then lent his voice to several films including the first three installments in the "Alvin and the Chipmunks" series, the "Kung Fu Panda" franchise, "Megamind" and 2018's "Next Gen." More recently, the comedy star appeared in the 2020 film "The Dark Divide" and in 2021 began portraying Jerry Wexler on the National Geographic period drama series "Genius."
James Snyder played Malcolm Festes, an unpopular kid at Illyria Prep who also has feelings for Olivia.
James Snyder has continued to find success — on the Broadway stage! The actor, who shares son Oliver and daughter Willa with wife Jacqueline, has landed roles in a plethora of productions from "Cry-Baby" and "Carousel" to "Ever After" and "Grand Hotel." In 2019, he starred as Harry Potter in the Broadway musical "Harry Potter and the Cursed Child." He's seen here backstage with Billie Eilish following a performance that year.
Laura Ramsey portrayed Olivia Lennox, Duke's crush who ends up developing feelings for Sebastian.
After portraying Olivia in "She's the Man," Laura Ramsey appeared in films including "The Ruins," "Middle Men," "Kill the Irishman," "Are You Here" and "Awful Nice." She hasn't appeared in any feature films since 2013 but that year, she starred on the short-lived VH1 series "Hindsight" as Becca Brady. Around 2010, Laura welcomed a daughter, Dorothy, with Los Angeles-based designer Greg Chait.
Julie Hagerty played Daphne Hastings, Viola and Sebastian's posh mother.
Julie Hagerty went on to appear in films and television shows including "Confessions of a Shopaholic," "Family Guy," "Happy Endings," "New Girl" and "Instant Family." 2019 proved to be a busy year for the actress — she appeared in the Academy Award-winning film "Marriage Story" and the Anna Kendrick-led holiday flick "Noelle" and landed the recurring role of Jackie Georgina on Showtime's "Black Monday."
Robert Hoffman portrayed Justin Drayton, Duke's soccer rival and Viola's ex-boyfriend.
Following his role in "She's the Man," Robert Hoffman portrayed Chase Collins in 2008's "Step Up 2: The Streets" and made appearances on television shows including "CSI: Miami," "Greek," "Grey's Anatomy," "90210" and "The Night Shift." His latest on-screen appearance was in the 2016 film "Amateur Night" in which he acted alongside Jason Biggs and Ashley Tisdale.
