| Moved from NYC to Toronto with family when he was six |
1979 | TV acting debut, "Hanging In" (CBC) |
1980 | At age 16, danced in a Coca-Cola commercial |
1984 | Played a street tough in the short film "The Prodigal" |
1984 | Professional stage debut in Toronto production of the homoerotic drama "Wolfboy" |
1985 | Debut in a Shakespearean play, cast as Mercutio in "Romeo and Juliet" in Toronto |
1985 | US TV debut, "Letting Go" (ABC) |
1986 | Appeared as Jack Be Nimble in the ABC small screen remake of "Babes in Toyland" starring Drew Barrymore |
1986 | Film acting debut in "Youngblood"; cast alongside Rob Lowe as a hockey player |
1986 | First Canadian-produced feature, "Flying/Dream to Believe" |
1986 | Moved to Los Angeles to pursue career |
1987 | First starring role, "River's Edge" playing a burned out dope-smoking teen |
1988 | Played Chevalier Danceny, a music teacher infatuated with Uma Thurman's Cecile de Volange in "Dangerous Liaisons" |
1989 | Breakthrough screen role, as Ted, half of the dim-witted, time-travelling pair in "Bill and Ted's Excellent Adventure" |
1989 | Offered memorable turn as a teenage hippie in Ron Howard's "Parenthood" |
1990 | Had featured role, alongside Ullman and Kevin Kline in the black comedy "I Love You to Death" |
1990 | Last major TV acting appearance to date, in the "Two Lost Souls" segment of "The Tracey Ullman Show" (Fox) |
1991 | Reprised the time-travelling Ted for the inferior sequel "Bill and Ted's Bogus Journey" |
1991 | Starred as a politician's son who becomes a street hustler in Gus Van Sant's "My Own Private Idaho" |
1992 | Portrayed Jonathan Harker in Francis Ford Coppola's "Bram Stoker's Dracula" |
1994 | Portrayed Siddhartha in Bernardo Bertolucci's "Little Buddha" |
1994 | Re-teamed with Van Sant for a supporting role in "Even Cowgirls Get the Blues" |
1994 | Shot to superstardom as an explosives expert attempting to diffuse a bomb-rigged bus in "Speed" |
1995 | Appeared as the title character in a Winnipeg production of "Hamlet" |
1995 | Played a WWII veteran who pretends to be married in "A Walk in the Clouds" |
1997 | Cast as a lawyer tempted by success and Satan in "The Devil's Advocate" |
1999 | Starred as Neo, a computer expert who joins forces with a rebel underground to pursue "The Matrix" |
2000 | Portrayed a wife-beating accused murderer in "The Gift" |
2000 | Starred in the sports comedy "The Replacements" |
2001 | Cast as advertising executive opposite Charlize Theron in the remake of "Sweet November" |
2003 | Again portrayed Neo in the third installment of the trilogy "The Matrix: Revelations" |
2003 | Co-starred with Diane Keaton in the Nancy Meyers directed comedy "Something's Gotta Give" |
2003 | Reprised role of Neo in "The Matrix Reloaded" |
2005 | Played the title role in "Constantine" based on the DC/Vertigo comic book Hellblazer |
2005 | Received a star on the Hollywood Walk of Fame (Jan. 31) |
2006 | Re-teamed with Bullock in the romantic drama, "The Lake House"; a remake of the Korean film "IL Mare" |
2006 | Starred in the Richard Linklater directed, "A Scanner Darkly"; adapted from the novel by Philip K. Dick |
2008 | Played a veteran LAPD officer who is framed for murder in "Street Kings"; written and directed by David Ayer |
2008 | Starred in the remake of the 1951 science fiction movie "The Day the Earth Stood Still" |
2009 | Played Robin Wright Penn's lover in "The Private Lives of Pippa Lee," written and directed by Rebecca Miller |
