milestones
Year
Milestone
 
Brought up in Bridlington, where his parents operated a pub
 
Appeared in school productions of Shakespeare and in musical comedies
 
Worked as a bartender in his father's pub
 
Began acting career in the early 1960s in regional repertory companies in Shanklin, Isle of Wight, and Torquay; adopted mother's maiden name of McDowell as there was already an actor named Malcolm Taylor
1965 
Appeared in Royal Shakespeare Company productions for 18 months
1967 
First feature acting assignment, the supporting role of Billy in Ken Loach's "Poor Cow"; reportedly cut from the film before its release
1968 
Debut as a feature lead in Lindsay Anderson's "If..."
1971 
Starred in his most famous role as Alex in Stanley Kubrick's "A Clockwork Orange"
1973 
Second film with Anderson, "O Lucky Man!", derived from an idea by McDowell; also served as a producer
1974 
Anxious about real-life violence attributed to viewings of "A Clockwork Orange", Kubrick asked Warner Bros to stop distributing the film in Britain, a self-imposed ban still in effect at the time of Kubrick's 1999 death
1975 
Attempting to escape his violent image, swashbuckled through Richard Lester's comic "Royal Flash"
1975 
Starred with Alan Bates, Laurence Olivier and Helen Mirren in British TV production of Harold Pinter's "The Collection", directed by Michael Apted
1975 
Featured in the London stage revival of Joe Orton's "Entertaining Mr. Sloane"
1976 
Portrayed Max Gunther in Stuart Rosenberg's "Voyage of the Damned", a drama about a boatload of Jewish refugees seeking asylum
1979 
Co-starred opposite future wife Mary Steenburgen in "Time After Time"
1980 
Played title role in "Caligula", the first $15 million 'porno' film; produced by PENTHOUSE's Bob Guccione
1980 
Starred in the Off-Broadway revival of "Look Back in Anger", directed by Lindsay Anderson
1982 
Acted opposite Nastassja Kinski in Paul Schrader's remake of "Cat People", playing her demonic brother
1982 
Third and final film with Anderson, "Britannia Hospital"
1983 
Played small role as legendary editor Maxwell Perkins to Steenburgen's Marjorie Kinnan Rawlings in "Cross Creek"
1983 
Portrayed the wolf to Steenburgen's "Little Red Riding Hood" for Showtime's "Faerie Tale Theatre"
1985 
Played King Arthur in the made-for-TV movie "Arthur the King" (shot in 1982 but not broadcast until three years later)
1988 
As the oily, corrupt studio chief in Blake Edwards' disappointing "Sunset", delivered a superb acrobatic mime act at a fictionalized version of the first Academy Awards
1990 
Made four straight-to-video films: "Schweitzer", "Disturbed" and "Moon 44" for LIVE Home Video; "In the Eye of the Snake" for AIP Home Video
1991 
Guest-starred as Longtooth in "The Reluctant Vampire" episode of HBO's "Tales from the Crypt"
1992 
Contributed a cameo to Robert Altman's "The Player"
1994 
Portrayed villainous Dr. Soren in "Star Trek: Generations"; received death threats for killing Captain Kirk
1996 
Played rare good guy in Canadian feature "Hydrosphere"
1996 
Made rare appearance on British TV as porn magnate Benny Barratt in the BBC2 mini-series version of Peter Flannery's acclaimed epic "Our Friends in the North"; first British TV appearance in 25 years
1996 
American TV series debut as the sardonic Professor Pynchon in the CBS sitcom "Pearl"
1998 
Starred as Roarke in the short-lived ABC series remake of "Fantasy Island"
1999 
Portrayed rich, sensible, not very likable uncle in coming-of-age film "My Life So Far"
2001 
Appeared in "Just Visiting," a remake of the French time-travel pic "Les Visiteurs" (1993); helmed by Jean-Marie Poire (also co-screenwriter) who also helmed French original
2002 
Cast as the villain in the feature adaptation of "I Spy" starring Eddie Murphy and Owen Wilson
2003 
Cast in the ballet-themed drama "The Company"
2004 
Cast in "Bobby Jones, Stroke of Genius," based on the life of golf legend Bobby Jones
2004 
Cast in the British crime drama "I'll Sleep When I'm Dead"
2005 
Made several guest appearances as Ari's former partner and boss on the HBO series, "Entourage"
2007 
Portrayed the wealthy, conspiratorial villian Mr. Linderman on the hit NBC show "Heroes"
2007 
Cast in Rob Zombie's remake of the 1978 horror classic "Halloween"
Celeb News
Musician Amy Winehouse and her husband Blake Fielder-Civil arrive at the Mojo Honours List Awards Ceremony at The Brewery on June 18, 2007 in London, England
Getty Images

Reunited? No, No, No.

Amy Winehouse's husband Blake Fielder-Civil has been sentenced to 27 months in jail.
Photo Galleries
The cast of CW's "Gossip Girl"
The CW

Gossip Girl

The cast of Gossip Girl has us talking - and drooling.