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Best Herbert Ross Movies

13th Nov 2025
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Herbert Ross, a master of the musical and romantic comedy, left an indelible mark on Hollywood. From the glitz and glamour of "Funny Girl" to the poignant drama of "The Goodbye Girl," his films captured the essence of human relationships with wit, charm, and unforgettable performances. His direction and ability to coax stellar work from actors cemented his status as a cinematic icon. His legacy continues to resonate with audiences today, making him a beloved figure in film history. Now it's your turn to celebrate the best of Herbert Ross! We've compiled a list of his most memorable films, and we want to hear your opinion. Which of his movies do you consider to be his finest work? Cast your vote and help us determine the ultimate Herbert Ross masterpiece. Let your voice be heard!

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Best Herbert Ross Movies

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Play It Again, Sam (1972)

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"Play It Again, Sam" (1972) is a comedic gem about a neurotic film critic named Allan Felix whose life unravels after his wife leaves him. Crushed by the split and lacking confidence, Allan's inner world is populated by the ghost of Humphrey Bogart, his idol, who dispenses advice on how to navigate the dating scene and transform into a tough guy. Guided (or misguided) by Bogart's suave persona and the encouragement of his married friends, Allan stumbles through a series of awkward dates, finding that mimicking a cinematic icon doesn't always translate to real-life romance. This film definitively earns its place on a "Best Herbert Ross Movies" list, showcasing Ross's deft hand at directing comedy and his ability to blend the theatrical and cinematic. He skillfully adapts Woody Allen's original play, maintaining its witty dialogue and character-driven humor while opening up the scenes for the screen. Ross masterfully uses visual cues, such as the Bogart persona, to explore themes of insecurity, self-discovery, and the romantic fantasies that can both inspire and mislead us, making "Play It Again, Sam" a humorous and endearing look at finding one's authentic self.

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