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2007–present (CURRENT VERSION)
In 2007, Winslet reunited with Leonardo DiCaprio to film Revolutionary Road (2008). Directed by husband Sam Mendes, it was Winslet who suggested that both should work with her on a film adaptation of the 1961 novel of the same name by Richard Yates after reading the script by Justin Haythe. Resulting in both "a blessing and an added pressure" on-set, the reunion was her first experience working with Mendes. Portraying a couple in a failing marriage in the 1950s, DiCaprio and Winslet watched period videos promoting life in the suburbs to prepare themselves for the film, which earned them favorable reviews. In his review of the film, David Edelstein of New York magazine stated that "[t]here isn’t a banal moment in Winslet’s performance—not a gesture, not a word. Is Winslet now the best English-speaking film actress of her generation? I think so." Winslet was awarded a Golden Globe Award for Best Actress for her performance, her seventh nomination from the Golden Globes.

Also released in fall 2008, the film competed against Winslet's other project, a film adaptation of Bernhard Schlink's 1995 novel The Reader, directed by Stephen Daldry and featuring Ralph Fiennes and David Kross in supporting roles. Originally the first choice for her role, she was initially not able to take on the role due to a scheduling conflict with Revolutionary Road, and Nicole Kidman replaced her. A month after filming began, however, Kidman left the role due to her pregnancy, enabling Winslet to rejoin the film. Employing a German accent, Winslet portrayed a former Nazi concentration camp guard who has an affair with a teenager (Kross) who, as an adult, witnesses her war crimes trial. She later said the role was difficult for her, as she was naturally unable "to sympathise with an SS guard." While the film garnered mixed reviews in general, Winslet received favorable reviews for her performance. The following year, she earned her sixth Academy Award nomination and went on to win the Best Actress award, the BAFTA Award for Best Actress, a Screen Actors Guild Award for Outstanding Supporting Actress, and a Golden Globe for Best Supporting Actress.

2007-present (PROPOSED VERSION)
2008 proved to be a fortuitous year for Winslet, as both of her released projects, The Reader (2008) and Revolutionary Road (2008), received wide critical acclaim, and several accolades during the awards season. The Golden Globes bestowed her with an award for each, making her the fourth actor to receive two Golden Globe Awards within the same year.

Though she was originally the first choice for her role in Stephen Daldry's The Reader, the film adaptation of the 1995 novel of the same name, a scheduling conflict with Revolutionary Road resulted in Winslet initially turning down the role, and Nicole Kidman replacing her. However, a month after filming began, Kidman's pregancy forced her to leave the project, at which point Winslet accepted the role. Employing a German accent, Winslet portrayed a former Nazi concentration camp guard who has an affair with a teenager, and who years later stands trial for war crimes. Winslet later said that the role had been difficult for her, as she had not found it natural "to sympathise with an SS guard." The film, which was budgeted at US$32 million, was financially successful, eventually earning US$108 million worldwide. Though the film received largely mixed reviews, Winslet's performance was particularly lauded, and resulted in her sixth Academy Award nomination, and first Academy Award win. The performance also earned her the BAFTA Award for Best Actress, a Screen Actors Guild Award for Outstanding Supporting Actress, and the first of two Golden Globes for the year, the Golden Globe Award for Best Supporting Actress – Motion Picture.

Revolutionary Road, based on the 1961 novel of the same name by Richard Yates, was Winslet's second film of the year. After reading the screenplay adaptation by Justin Haythe, Winslet suggested that her husband, director Sam Mendes and Leonardo DiCaprio join her in working on the film. Regarding their portrayal of a couple in a failing marriage during the 1950s, DiCaprio commented that his long-term friendship with Winslet proved to be an advantage during their "fight scenes," as did the relaxed environment which Mendes created for the actors. The film, budgeted at US$35 million, received mostly favourable reviews and earned a worldwide total of US$75 million. In his review of the film, Scott Foundas of the Village Voice said: "As Winslet has already demonstrated once this season (in The Reader), among her seemingly boundless gifts is an acute grasp of bright young women beset by some intractable inner torment." David Edelstein of New York stated in his review of the film: "There isn’t a banal moment in Winslet’s performance—not a gesture, not a word. Is Winslet now the best English-speaking film actress of her generation? I think so." For her performance, Winslet received her seventh Golden Globe nomination and was awarded her second Golden Globe of the year, this time for Best Actress.