Made screen debut as the school rebel in Lindsay Anderson's "If..."
Portrayed the wolf to Steenburgen's "Little Red Riding Hood" for Showtime's "Faerie Tale Theatre"
Starred in his most famous role as Alex in Stanley Kubrick's "A Clockwork Orange"; earned a Golden Globe nomination
Appeared in "Just Visiting," a remake of the French time-travel pic "Les Visiteurs" (1993)
Appeared in Royal Shakespeare Company productions for 18 months
Cast as the oily, corrupt studio chief in Blake Edwards' disappointing "Sunset"
Featured in the London stage revival of Joe Orton's "Entertaining Mr. Sloane"
Landed a recurring role as Ari's (Jeremy Piven) former partner and boss on the HBO series "Entourage"
Made his Hollywood debut opposite future wife Mary Steenburgen as H. G. Wells in "Time After Time"
Made rare TV appearance as porn magnate Benny Barratt in the British miniseries version of Peter Flannery's acclaimed epic "Our Friends in the North"
Starred in the off-Broadway revival of "Look Back in Anger"; directed by Lindsay Anderson
Made American TV series debut as the sardonic Professor Pynchon on the CBS sitcom "Pearl"
Began acting career in the early 1960s, performing in regional repertory companies; adopted mother's maiden name of McDowell
Cast as the villain in the feature adaptation of "I Spy," starring Eddie Murphy and Owen Wilson
Cast in "Bobby Jones, Stroke of Genius," based on the life of golf legend Bobby Jones
Cast in Robert Altman's ballet-themed drama "The Company"
Contributed a cameo to Robert Altman's "The Player"
Portrayed Max Gunther in Stuart Rosenberg's "Voyage of the Damned"
Portrayed rich, sensible, not very likable uncle in the coming-of-age film, "My Life So Far"
Starred with Laurence Olivier and Helen Mirren in British production of Harold Pinter's "The Collection"; directed by Michael Apted
Appeared in school productions of Shakespeare and in musical comedies
Attempting to escape his violent image, swashbuckled through Richard Lester's comic "Royal Flash"
Cast in the British crime drama, "I'll Sleep When I'm Dead"
Guest starred as Longtooth in "The Reluctant Vampire" episode of HBO's "Tales from the Crypt"
Once again teamed with Rob Zombie for "Halloween II"
Played a small role as legendary editor Maxwell Perkins to Steenburgen's Marjorie Kinnan Rawlings in "Cross Creek"
Played the villain opposite Lori Petty in the film "Tank Girl"
Portrayed King Arthur in the TV movie, "Arthur the King"
Portrayed the wealthy, conspiratorial villain Mr. Linderman on NBC's sci-fi series "Heroes"
Portrayed villainous Dr. Soren in "Star Trek: Generations"; received death threats for killing Captain Kirk
Acted opposite Nastassja Kinski in Paul Schrader's remake of "Cat People"
Cast in Rob Zombie's remake of the 1978 horror classic "Halloween"
Landed first feature acting role, in Ken Loach's "Poor Cow"; part was cut from the film before its release
Played the title role in "Caligula"; first film to feature eminent film actors with graphic and explicit sex; produced by <i>Penthouse</i> founder Bob Guccione
Second film with Anderson, "O Lucky Man!"; also served as a producer
Starred as Roarke in the short-lived ABC series remake of "Fantasy Island"
Made third and final film with Anderson, "Britannia Hospital"
Had an uncredited role in the post-apocalyptic thriller "The Book of Eli"
Acted opposite Emma Stone in the comedy "Easy A"
Cast in the critically acclaimed black-and-white, nearly silent film "The Artist"