The music in Grace Is Gone received two Golden Globe nominations by the Hollywood Foreign Press Association for the 65th Golden Globe Awards. Eastwood was nominated for Best Original Score, while the song "Grace is Gone" with music by Eastwood and lyrics by Carole Bayer Sager was nominated for Best Original Song. It won the Satellite Award for Best Song at the 12th Satellite Awards. Changeling was nominated for Best Score at the 14th Critics' Choice Awards, Best Original Score at the 66th Golden Globe Awards, and Best Music at the 35th Saturn Awards. On September 22, 2007, Eastwood was awarded an honorary Doctor of Music degree from the Berklee College of Music at the Monterey Jazz Festival, on which he serves as an active board member. Upon receiving the award he gave a speech claiming, "It's one of the great honors I'll cherish in this lifetime."
Eastwood directed and starred in True Crime (1999). He plays Steve Everett, a journalist and recovering alcoholic, who has to cover the execution of murderer Frank Beechum (played by Isaiah Washington). True Crime received a mixed reception, with Janet Maslin of The New York Times writing, "his direction is galvanized by a sense of second chances and tragic misunderstandings, and by contrasting a larger sense of justice with the peculiar minutiae of crime. Perhaps he goes a shade too far in the latter direction, though." The film was a box office failure, earning less than half its $55 million budget and was Eastwood's worst-performing film of the 1990s aside from White Hunter Black Heart, which had a limited release.
More InfoEastwood's 30th directorial outing came with Invictus (2009), a film based on the story of the South African team at the 1995 Rugby World Cup, with Morgan Freeman as Nelson Mandela, Matt Damon as rugby team captain François Pienaar and Grant L. Roberts as Ruben Kruger. The film met with generally positive reviews; Roger Ebert gave it three and a half stars and described it as a "very good film... with moments evoking great emotion," while Variety's Todd McCarthy wrote, "Inspirational on the face of it, Clint Eastwood's film has a predictable trajectory, but every scene brims with surprising details that accumulate into a rich fabric of history, cultural impressions and emotion." For the film Eastwood was nominated for Best Director at the 67th Golden Globe Awards.
More InfoThe following year Eastwood found further critical acclaim with Million Dollar Baby. The boxing drama won four Academy Awards for Best Picture, Best Director, Best Actress (Hilary Swank) and Best Supporting Actor (Morgan Freeman). At age 74 Eastwood became the oldest of eighteen directors to have directed two or more Best Picture winners. He also received a nomination for Best Actor, as well as a Grammy nomination for his score, and won a Golden Globe for Best Director, which was presented to him by daughter Kathryn, who was Miss Golden Globe at the 2005 ceremony. A. O. Scott of The New York Times lauded the film as a "masterpiece" and the best film of the year.
More InfoEastwood directed J. Edgar (2011), a biopic of FBI director J. Edgar Hoover, with Leonardo DiCaprio in the title role. The film received mixed reviews, although DiCaprio's performance as Hoover was widely praised. Roger Ebert wrote that the film is "fascinating," "masterful," and praised DiCaprio's performance. David Edelstein of New York Magazine, while also praising DiCaprio, wrote, "It's too bad J. Edgar is so shapeless and turgid and ham-handed, so rich in bad lines and worse readings". Eastwood starred in the baseball drama Trouble with the Curve (2012), as a veteran baseball scout who travels with his daughter for a final scouting trip. Robert Lorenz, who worked with Eastwood as an assistant director on several films, directed the film.
More InfoEastwood directed and starred in Space Cowboys (2000) alongside Tommy Lee Jones, Donald Sutherland and James Garner. Eastwood played one of a group of veteran ex-test pilots sent into space to repair an old Soviet satellite. The original music score was composed by Eastwood and Lennie Niehaus. Space Cowboys was critically well-received and holds a 79 percent rating at Rotten Tomatoes, although Roger Ebert wrote that the film was, "too secure within its traditional story structure to make much seem at risk." The film grossed more than $90 million in its United States release, more than Eastwood's two previous films combined. Eastwood played an ex-FBI agent chasing a sadistic killer (Jeff Daniels) in the thriller Blood Work (2002), loosely based on the 1998 novel of the same name by Michael Connelly. The film was a commercial failure, grossing just $26.2 million on an estimated budget of $50 million and received mixed reviews, with Rotten Tomatoes describing it as, "well-made but marred by lethargic pacing". Eastwood did, however, win the Future Film Festival Digital Award at the Venice Film Festival for the film.
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