I too struggled with the genre challenge, but he's my favorite film from each year since 1920.
1920: The Cabinet Of Dr. Caligari
1921: The Kid
1922: Nosferatu
1923: Safety First!
1924: Sherlock Jr.
1925: The Gold Rush
1926: The General
1927: Sunrise: A Song Of Two Humans
1928: The Cameraman
1929: Diary Of A Lost Girl
1930: Blue Angel
1931: City Lights
1932: I Am A Fugitive From A Chain Gang
1933: The Invisible Man
1934: The Goddess
1935: The 39 Steps
1936: Modern Times
1937: Make Way For Tomorrow
1938: The Adventures Of Robin Hood
1939: Mr. Smith Goes To Washington
1940: The Great Dictator
1941: Citizen Kane
1942: Saboteur
1943: The Ox-Bow Incident
1944: Double Indemnity
1945: Brief Encounter
1946: Notorious
1947:
1948: Rope
1949: The Third Man
1950: Sunset Boulevard
1951: Strangers On A Trains
1952: High Noon
1953: Tokyo Story
1954: Rear Window
1955: Marty
1956: The Killing
1957: 12 Angry Men
1958: Vertigo
1959: Some Like It Hot
1960: Psycho
1961: Yojimbo
1962:
1963: The Birds
1964: A Fistful Of Dollars
1965:
1966: The Good, The Bad, and The Ugly
1967: The Graduate
1968: 2001: A Space Odyssey
1969: Easy Rider
1970: The Out-of-Towners
1971: Wake In Fright
1972: Frenzy
1973: Paper Moon
1974: The Texas Chain Saw Massacre
1975: Barry Lyndon
1976: Rocky
1977: Eraserhead
1978: Halloween
1979: Escape From Alcatraz
1980: Raging Bull
1981: American Werewolf In London
1982: Blade Runner
1983: Barefoot Gen
1984: This Is Spinal Tap
1985: Come And See
1986: Stand By Me
1987: Wings Of Desire
1988: Grave Of The Fireflies
1989: Crimes And Misdemeanors
1990: Wild At Heart
1991: Cape Fear
1992:
1993: Schindler's List
1994: The Shawshank Redemption
1995: Before Sunrise
1996: Fargo
1997: Good Will Hunting
1998: Run Lola Run
1999: Fight Club
2000: Battle Royale
2001: Spirited Away
2002: One Hour Photo
2003: Memories Of A Murder
2004: Before Sunset
2005: Sympathy For Lady Vengence
2006: Pan's Labyrinth
2007: Into The Wild
2008: Gran Torino
2009: Mary & Max
2010: Blue Valentine
2011: The Intouchables
2012: Skyfall
2013: Tangerines
2014: Gone Girl
2015: Inside Out
2016: Hell or High Water
2017: Get Out
2018: Lords Of Chaos
2019: Parasite
2020: The Father
2021: The French Dispatch