A portion of his most critical plays are Rosencrantz and Guildenstern Are Dead (1966), The Real Thing (1982), Arcadia (1993), The Invention of Love (1997), and Leopoldstadt (2020).

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His grandparents on the two sides were Jewish and had died in death camps during World War II.

Tom has added to the screenplays of movies like Sleepy Hollow (1999), Shakespeare in Love (1998), Star Wars: Episode III – Revenge of the Sith (2005), and Indiana Jones and the Last Crusade (1989).

As a youngster, he lived momentarily in Singapore and India (in Darjeeling) prior to settling down in England with his mom and armed force significant advance dad, Kenneth Stoppard.