During his war service Finch was given leave to act in radio, theatre and film. He appeared in a number of propaganda shorts, including Another Threshold (1942), These Stars Are Mine (1943), While There is Still Time (1943) and South West Pacific (1943), the latter for Ken G. Hall. He also appeared in two of the few Australian feature films made during the war, The Rats of Tobruk (1944) and the less distinguished Red Sky at Morning (1944).
During this time, Finch continued to appear on stage in various productions while under contract to Olivier. Finch's closeness to the Olivier family led to an affair with Olivier's beautiful but increasingly unstable wife, Vivien Leigh, which began in 1948, and continued on and off for several years, ultimately falling apart due to her deteriorating mental condition.
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Finch co-wrote and directed an award-winning short film, The Day (1960) and announced plans to direct a feature but it did not eventuate. He won his third BAFTA for Best Actor for No Love for Johnnie (1961), although like Oscar Wilde, the film lost money. He was originally chosen to play Julius Caesar in Cleopatra (1963) and filmed scenes in London, but when the film was postponed he withdrew; the role was recast with Rex Harrison.