When he first rose to fame in 1999, he was labeled as a “pretty boy” actor with little potential for deeper roles. In his first American film, Ledger scored his breakout role as Patrick Verona, the bad-boy heartthrob who is paid to pursue Kat Stratford (Julia Stiles) in a scheme concocted by a sophomore (Joseph Gordon-Levitt) so that he is able to pursue a date with Kat’s younger sister, Bianca (Larisa Oleynik). (Warning: Some spoilers if you haven't seen the movie.) In honor of the film's anniversary, The Hollywood Reporter takes a look at what the cast has been up to in the two decades since the rom-com first hit theaters. The cast also included Joseph Gordon-Levitt and Larry Miller. The movie, which is a loose, modernized adaptation of Shakespeare’s The Taming of the Shrew, was a breakout for both Ledger and Stiles when they were just starting out in their acting careers. Ten years later, a television series spinoff also titled 10 Things I Hate About You aired on ABC Family. It went on to gross $67.9 million domestically (adjusted). In its opening weekend, the film grossed $14.8 million (adjusted for inflation) in 2,271 theaters domestically (according to Box Office Mojo), ranking it at No. This year marks the 20th anniversary for the teenage romantic comedy 10 Things I Hate About You, starring Heath Ledger and Julia Stiles.
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