What is the best acting role of Woody Allen?

By YPB Team

For decades Allen played neurotic, philosophical, romantically hapless New Yorkers — yet each film found a fresh angle on the eternal intellectual in crisis. Which version of Woody is the definitive one?

Alvy Singer (Annie Hall) — ranked #11
Alvy Singer (Annie Hall)
A neurotic New York stand-up comedian reflecting on love and loss in the Oscar-winning Annie Hall (1977).
Isaac Davis (Manhattan) — ranked #22
Isaac Davis (Manhattan)
A twice-divorced TV writer navigating romance and moral compromise in 1970s New York in Manhattan (1979).
Leonard Zelig (Zelig) — ranked #33
Leonard Zelig (Zelig)
A human chameleon who transforms to match whoever surrounds him in the mock-documentary Zelig (1983).
Miles Monroe (Sleeper) — ranked #44
Miles Monroe (Sleeper)
A health food store owner awakened 200 years in the future in the sci-fi comedy Sleeper (1973).
Allan Felix (Play It Again, Sam) — ranked #55
Allan Felix (Play It Again, Sam)
A neurotic film critic guided by the ghost of Humphrey Bogart in Play It Again, Sam (1972).
Boris Grushenko (Love and Death) — ranked #66
Boris Grushenko (Love and Death)
A reluctant 19th-century Russian coward swept up in Napoleonic war in Love and Death (1975).
Sandy Bates (Stardust Memories) — ranked #77
Sandy Bates (Stardust Memories)
A celebrated filmmaker plagued by adoring fans and existential dread in Stardust Memories (1980).
Fielding Mellish (Bananas) — ranked #88
Fielding Mellish (Bananas)
A hapless New Yorker who accidentally becomes a South American revolutionary leader in Bananas (1971).
Virgil Starkwell (Take the Money and Run) — ranked #99
Virgil Starkwell (Take the Money and Run)
An inept, lifelong criminal whose hapless career is documented in Take the Money and Run (1969).
Danny Rose (Broadway Danny Rose) — ranked #1010
Danny Rose (Broadway Danny Rose)
A small-time theatrical manager fiercely loyal to his struggling clients in Broadway Danny Rose (1984).
Cliff Stern (Crimes and Misdemeanors) — ranked #1111
Cliff Stern (Crimes and Misdemeanors)
A documentary filmmaker in a loveless marriage confronting moral ambiguity in Crimes and Misdemeanors (1989).
Howard Prince (The Front) — ranked #1212
Howard Prince (The Front)
A cashier who becomes a front for blacklisted screenwriters during McCarthyism in The Front (1976).
Sid Waterman (Scoop) — ranked #1313
Sid Waterman (Scoop)
A bumbling magician helping a journalism student investigate a serial killer in Scoop (2006).
Ray Winkler (Small Time Crooks) — ranked #1414
Ray Winkler (Small Time Crooks)
An ex-con who plots a cookie shop front to tunnel into a bank vault in Small Time Crooks (2000).

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