A list of my top 10 films from every decade (1930s-2000s):
2000s
01. The Fountain (2006, Darren Aronofsky)
02. Requiem for a Dream (2000, Darren Aronofsky)
03. Lost in Translation (2003, Sofia Coppola)
04. The Departed (2006, Martin Scorsese)
05. The Lord of the Rings: The Fellowship of the Ring (2001, Peter Jackson)
06. Eternal Sunshine of the Spotless Mind (2004, Michael Gondry)
07. The Aviator (2004, Martin Scorsese)
08. Catch Me If You Can (2002, Steven Spielberg)
09. Donnie Darko (2001, Richard Kelly)
10. Punch-Drunk Love (2002, Paul Thomas Anderson)
1990s
01. Titanic (1997, James Cameron)
02. GoodFellas (1990, Martin Scorsese)
03. Heat (1995, Michael Mann)
04. American Beauty (1999, Sam Mendes)
05. Casino (1995, Martin Scorsese)
06. Pi (1998, Darren Aronofsky)
07. Fight Club (1999, David Fincher)
08. Eyes Wide Shut (1999, Stanley Kubrick)
09. Pulp Fiction (1994, Quentin Tarantino)
10. The Godfather Part III (1990, Francis Ford Coppola)
1980s
01. Raging Bull (1980, Martin Scorsese)
02. Raiders of the Lost Ark (1981, Steven Spielberg)
03. Scarface (1983, Brian De Palma)
04. Once Upon a Time in America (1984, Sergio Leone)
05. Dead Poets Society (1989, Peter Weir)
06. Indiana Jones and the Last Crusade (1989, Steven Spielberg)
07. Hannah and Her Sisters (1986, Woody Allen)
08. Ferris Bueller's Day Off (1986, John Hughes)
09. The Shining (1980, Stanley Kubrick)
10. E.T. The Extra-Terrestrial (1982, Steven Spielberg)
1970s
01. Taxi Driver (1976, Martin Scorsese)
02. The Godfather (1972, Francis Ford Coppola)
03. The Godfather Part II (1974, Francis Ford Coppola)
04. Apocalypse Now (1979, Francis Ford Coppola)
05. One Flew Over the Cuckoo's Nest (1975, Milos Forman)
06. The Deer Hunter (1978, Michael Cimino)
07. Manhattan (1979, Woody Allen)
08. Dog Day Afternoon (1975, Sidney Lumet)
09. The Exorcist (1973, William Friedkin)
10. The Last Picture Show (1971, Peter Bogdanovich)
1960s
01. To Kill a Mockingbird (1962, Robert Mulligan)
02. Psycho (1960, Alfred Hitchcock)
03. The Graduate (1967, Mike Nichol)
04. Lawrence of Arabia (1962, David Lean)
05. 2001: A Space Odyssey (1968, Stanley Kubrick)
06. Once Upon a Time in the West (1968, Sergio Leone)
07. What Ever Happened to Baby Jane? (1962, Robert Aldrich)
08. Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (1964, Stanley Kubrick)
09. In the Heat of the Night (1967, Norman Jewison)
10. The Great Escape (1963, John Sturges)
1950s
01. On the Waterfront (1954, Elia Kazan)
02. 12 Angry Men (1957, Sidney Lumet)
03. East of Eden (1955, Elia Kazan)
04. Rebel without a Cause (1955, Nicholas Ray)
05. Dial M for Murder (1954, Alfred Hitchcock)
06. A Place in the Sun (1951, George Stevens)
07. Wild Strawberries (1957, Ingmar Bergman)
08. Strangers on a Train (1951, Alfred Hitchcock)
09. Touch of Evil (1958, Orson Welles)
10. From Here to Eternity (1953, Fred Zinnemann)
1940s
01. Citizen Kane (1941, Orson Welles)
02. Call Northside 777 (1948, Henry Hathaway)
03. Casablanca (1942, Michael Curtiz)
04. The Maltese Falcon (1941, John Huston)
05. It's a Wonderful Life (1946, Frank Capra)
06. Rope (1948, Alfred Hitchcock)
07. Scarlet Street (1945, Fritz Lang)
08. All the King's Men (1949, Robert Rossen)
09. The Lady from Shanghai (1948, Orson Welles)
10. The Grapes of Wrath (1940, John Ford)
1930s
01. Mr. Smith Goes to Washington (1939, Frank Capra)
02. Gone with the Wind (1939, Victor Fleming)
03. M (1931, Fritz Lang)
04. Frankenstein (1931, James Whale)
05. Scarface: The Shame of the Nation (1932, Howard Hawks)
06. King Kong (1933, Merian C. Cooper & Ernest B. Schoedsack)
07. The 39 Steps (1935, Alfred Hitchcock)
08. The Lady Vanishes (1938, Alfred Hitchcock)
09. Sabotage (1936, Alfred Hitchcock)
10. The Man Who Knew Too Much (1934, Alfred Hitchcock)
2000s
01. The Fountain (2006, Darren Aronofsky)
02. Requiem for a Dream (2000, Darren Aronofsky)
03. Lost in Translation (2003, Sofia Coppola)
04. The Departed (2006, Martin Scorsese)
05. The Lord of the Rings: The Fellowship of the Ring (2001, Peter Jackson)
06. Eternal Sunshine of the Spotless Mind (2004, Michael Gondry)
07. The Aviator (2004, Martin Scorsese)
08. Catch Me If You Can (2002, Steven Spielberg)
09. Donnie Darko (2001, Richard Kelly)
10. Punch-Drunk Love (2002, Paul Thomas Anderson)
1990s
01. Titanic (1997, James Cameron)
02. GoodFellas (1990, Martin Scorsese)
03. Heat (1995, Michael Mann)
04. American Beauty (1999, Sam Mendes)
05. Casino (1995, Martin Scorsese)
06. Pi (1998, Darren Aronofsky)
07. Fight Club (1999, David Fincher)
08. Eyes Wide Shut (1999, Stanley Kubrick)
09. Pulp Fiction (1994, Quentin Tarantino)
10. The Godfather Part III (1990, Francis Ford Coppola)
1980s
01. Raging Bull (1980, Martin Scorsese)
02. Raiders of the Lost Ark (1981, Steven Spielberg)
03. Scarface (1983, Brian De Palma)
04. Once Upon a Time in America (1984, Sergio Leone)
05. Dead Poets Society (1989, Peter Weir)
06. Indiana Jones and the Last Crusade (1989, Steven Spielberg)
07. Hannah and Her Sisters (1986, Woody Allen)
08. Ferris Bueller's Day Off (1986, John Hughes)
09. The Shining (1980, Stanley Kubrick)
10. E.T. The Extra-Terrestrial (1982, Steven Spielberg)
1970s
01. Taxi Driver (1976, Martin Scorsese)
02. The Godfather (1972, Francis Ford Coppola)
03. The Godfather Part II (1974, Francis Ford Coppola)
04. Apocalypse Now (1979, Francis Ford Coppola)
05. One Flew Over the Cuckoo's Nest (1975, Milos Forman)
06. The Deer Hunter (1978, Michael Cimino)
07. Manhattan (1979, Woody Allen)
08. Dog Day Afternoon (1975, Sidney Lumet)
09. The Exorcist (1973, William Friedkin)
10. The Last Picture Show (1971, Peter Bogdanovich)
1960s
01. To Kill a Mockingbird (1962, Robert Mulligan)
02. Psycho (1960, Alfred Hitchcock)
03. The Graduate (1967, Mike Nichol)
04. Lawrence of Arabia (1962, David Lean)
05. 2001: A Space Odyssey (1968, Stanley Kubrick)
06. Once Upon a Time in the West (1968, Sergio Leone)
07. What Ever Happened to Baby Jane? (1962, Robert Aldrich)
08. Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (1964, Stanley Kubrick)
09. In the Heat of the Night (1967, Norman Jewison)
10. The Great Escape (1963, John Sturges)
1950s
01. On the Waterfront (1954, Elia Kazan)
02. 12 Angry Men (1957, Sidney Lumet)
03. East of Eden (1955, Elia Kazan)
04. Rebel without a Cause (1955, Nicholas Ray)
05. Dial M for Murder (1954, Alfred Hitchcock)
06. A Place in the Sun (1951, George Stevens)
07. Wild Strawberries (1957, Ingmar Bergman)
08. Strangers on a Train (1951, Alfred Hitchcock)
09. Touch of Evil (1958, Orson Welles)
10. From Here to Eternity (1953, Fred Zinnemann)
1940s
01. Citizen Kane (1941, Orson Welles)
02. Call Northside 777 (1948, Henry Hathaway)
03. Casablanca (1942, Michael Curtiz)
04. The Maltese Falcon (1941, John Huston)
05. It's a Wonderful Life (1946, Frank Capra)
06. Rope (1948, Alfred Hitchcock)
07. Scarlet Street (1945, Fritz Lang)
08. All the King's Men (1949, Robert Rossen)
09. The Lady from Shanghai (1948, Orson Welles)
10. The Grapes of Wrath (1940, John Ford)
1930s
01. Mr. Smith Goes to Washington (1939, Frank Capra)
02. Gone with the Wind (1939, Victor Fleming)
03. M (1931, Fritz Lang)
04. Frankenstein (1931, James Whale)
05. Scarface: The Shame of the Nation (1932, Howard Hawks)
06. King Kong (1933, Merian C. Cooper & Ernest B. Schoedsack)
07. The 39 Steps (1935, Alfred Hitchcock)
08. The Lady Vanishes (1938, Alfred Hitchcock)
09. Sabotage (1936, Alfred Hitchcock)
10. The Man Who Knew Too Much (1934, Alfred Hitchcock)
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I was recently in an independent comedy-drama about post-high school indecision. It's called Generation Why.
See the trailer here: