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The "I’m Upset" Drake music video shows the two driving in a yellow Ferrari to return to Degrassi Community School for their class of 2007 reunion featuring the actors that played in the teen drama from the early.The new Drake music video for "I’m Upset" includes appearances by Stacey Farber, Adamo Ruggiero, Lauren Collins, Jake Epstein, Christina Schmidt, Andrea Lewis, Melissa Mc Intyre, Lin Lyn Lue, Stefan Brogen, Jake Goldsbie, Marc Donato, Dalmar Abuzeid, A. Saudin, Miriam Mc Donald, Cassie Steele, Nina Dobrev, Sarah Barrable-Tishauer and Paula Brancati.He also sang the role of Charles (first played by Anthony Perkins) on the Nonesuch recording of Sondheim's Evening Primrose and portrayed Mark Cohen in the 1997 touring company of the musical Rent, a role he satirized on the January 10, 2009, episode of Saturday Night Live, which he hosted.In 2010, Harris directed a production of the rock musical Rent at the Hollywood Bowl; he cast his Beastly co-star Vanessa Hudgens as Mimi.The same year, he played the lead in the indie comedy The Best and the Brightest.On March 7, 2010, he made a surprise appearance at the 82nd Academy Awards, delivering the opening musical number.The video begins with Drake waking up and getting out of a bed located at center court of Toronto’s Air Canada Centre, the home court of his beloved Toronto Raptors.Drake meets up with Shane Kippel who played Jimmy’s (Drake) best friend Spinner on Degrassi: The Next Generation which sets the stage for several cameo appearances by former co-stars from the show.
In 2004, he performed the dual role of the Balladeer and Lee Harvey Oswald on Broadway in the musical revival of Stephen Sondheim's Assassins.
He starred in the films The Smurfs (2011) and The Smurfs 2 (2013).
In 2014, Harris showed a more serious side in Gone Girl, directed by David Fincher.
Harris co-starred in the film as Desi Collings, the wealthy and obsessed ex-boyfriend of Amy Dunne, played by Rosamund Pike.
Harris has said: "I was pinching myself at the opportunity" to work with Fincher, he received general praise from critics for his performance, as did the film.