John Gielgud's (1904-2000) long association with Julius Caesar began when he was a twelve year old schoolboy in 1916 and played Mark Antony in scenes from the play with such conviction that his performance reportedly reduced at least one parent to tears. He played Antony again in 1931 at the Old Vic Theatre, and returned to the play in the title role of the lackluster 1970 film version and in the 1977 National Theatre staging, which proved to be his final Shakespearean performance in live theatre. His most famous association with the play, of course, was for his performance as Cassius which he first played at the Memorial Theatre at Stratford-Upon-Avon in 1950 and immortalized in the 1953 MGM film. He was initially offered the role of Brutus in the Stratford production (along with Angelo in Measure for Measure, Benedick in Much Ado About Nothing, and King Lear) but opted for the more soldierly Cassius, feeling at the time that it was the strongest role in the play. He later came to regret the decision, being at odds with director Anthony Quayle's approach to the part and ultimately deciding that the production was the lone unenjoyable experience of his triumphant Stratford season. Critics and audiences disagreed, as the staging was the greatest popular success of the four he appeared in and critics lauded his Cassius as one of his finest creations, with the Times gushing "Gielgud's burning sincerity makes Brutus and even Mark Antony seem puny by comparison."

Among the audience members for that 1950 Stratford season was director Joseph L. Mankiewicz, who came to see Paul Scofield play Don Pedro in Gielgud's production of Much Ado with an idea of casting him as Mark Antony in his planned film of Julius Caesar in case Marlon Brando's screen test was not successful. Scofield's services were ultimately not required for the film, but Mankiewicz was so impressed with Gielgud's Benedick that he offered him the role of Cassius. Gielgud disliked filming in the past and had appeared in only one in the past decade (as Disraeli in 1941's The Prime Minister), but the salary he was offered was too attractive to pass up and Gielgud agreed to appear in his first Hollywood super-production. Brando especially benefited from Gielgud's presence, asking the great Shakespearean to coach him in the role and delivering a surprisingly powerful and effective performance (Gielgud was, in turn, so impressed by Brando that he offered to direct him in a theatre production of Hamlet, a proposal that was sadly turned down), winning an Academy Award nomination. James Mason was even more impressive as Brutus, winning the Best Actor Award from the National Board of Review, but the outstanding performance of the film is Gielgud's Cassius. Variety wrote "John Gielgud, as the 'lean and hungry' Cassius is superb. The English actor portrays the chief conspirator with sympathetic understanding," and Gielgud went on to win a BAFTA Award for his performance.

Even with his success as Cassius, Gielgud ultimately decided that the role he really coveted was Brutus. He made several attempts to launch a production of the play with himself in the role in the 1960s, at one point writing to Laurence Olivier suggesting a staging at the Royal National Theatre with Gielgud as Brutus, Ralph Richardson as Cassius, and Olivier in the title role. It proved to be just wishful thinking on Gielgud's part, but an intriguing idea that regretably never came to pass.

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