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Milestones
- 2005: Starred in "Sin City" the adaptation of comic book icon Frank Miller's uber-noir series of grapic novels; co-directed by Miller and Robert Rodriguez
- 2005: Played a journalist turned thug in "Hooligans," a film about the violent gangs, or 'firms' associated with England's soccer teams
- 2004: Acted opposite Kirsten Dunst and Mark Ruffalo in "Eternal Sunshine of the Spotless Mind," written by Charlie Kaufman
- 2003: Appeared as Frodo in the final installment of Peter Jackson's "Lord of the Rings; The Return of the King
- 2002: Portrayed the younger brother of Edward Burns' character in Burns' "Ash Wednesday"
- 2002: Starred opposite Mandy Moore in "Try Seventeen"
- 2001: Acted in "Life Without Dick"; aired on on Encore in lieu of theatrical release; released on video
- 2001: Cast as Frodo Baggins in Peter Jackson's film version of the J.R.R. Tolkein classic "The Lord of the Rings" (filmed 1999-2000); released in three parts over three years: "The Fellowship of the Ring" (2001), "The Two Towers" (2002) and "The Return of the King" (2003)
- 2000: Featured in James Toback's "Black and White"
- 2000: Starred as an amnesiac in "The Bumblebee Flies Anyway", aired on Starz! in lieu of theatrical release
- 1998: Co-starred in the surprise blockbuster "Deep Impact" and the Robert Rodriquez thriller "The Faculty"
- 1997: Portrayed the Artful Dodger (complete with Cockney accent) in the "Wonderful World of Disney" presentation "Oliver Twist" (ABC)
- 1997: Won praise for his performance as the older son of Jamey Sheridan and Sigourney Weaver in Ang Lee's "The Ice Storm"
- 1994: Played the title role in Rob Reiner's comedy "North"
- 1992: Co-starred with Joseph Mazzello in "Radio Flyer"
- 1990: TV debut in "Child in the Night" (CBS)
- 1990: Played first leading role in a feature film in Barry Levinson's "Avalon"
- 1989: Traveled to L.A. (date approximate)
- 1989: Feature debut in "Back to the Future II"
- 1988: Mother enrolled him in modeling school
- Acting debut in Paula Abdul's "Forever Your Girl" video, directed by David Fincher
- Began singing in elementary school chorus
- Appeared in over 15 national commercials
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