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The working titles of this film were With All My Heart and Double Furlough. A contemporary source indicates that the radio play Double Furlough starred James Cagney and Gertrude Lawrence, but information about its broadcast has not been located. Hollywood Reporter news items provide the following information about the production: In January 1944, John Cromwell was slated to direct the film. In late Feb, a news item announced that Joan Fontaine, who was to play the female lead, was forced to withdraw due to previous commitments. Although a Hollywood Reporter production chart places Ralph Morgan, Stanley Ridges, Ruth Brennan and Wilfred Jillson in the cast, their appearance in the released film has not been confirmed. In April 1944, other Hollywood Reporter news items added Stewart Garner and George Turner to the cast, but their appearance in the released film has not been confirmed. Locations shots were filmed at Big Bear Lake, the RKO Ranch and at Chatsworth, CA, including the Iverson Ranch, according to other Hollywood Reporter news items. Modern sources add Walter Baldwin to the cast.
This was the first production of David O. Selznick's Vanguard Films. In a memo from Selznick reprinted in a modern source, the producer noted that he had hired Dore Schary to oversee Vanguard, and supported him in his decision to buy this story. According to the memo, Schary took umbrage at some of Selznick's criticisms of the script and later balked at Selznick's insistence that he re-edit the picture. In his autobiography, Schary claimed that Selznick originally forbid him to cast Joseph Cotten as the male lead, but later relented. Schary added that Selznick wanted to use Noel Coward's "I'll See You Again" as the film's tile, but was unable to obtain the rights and so used "I'll Be Seeing You" instead. Another modern source noted that Selznick was displeased with William Dieterle's direction of the scene in which "Barbara" confesses to "Mary" that she told "Zach" about her prison record. According to that source, Selznick wrote a replacement scene and hired George Cukor to direct it. On December 24, 1945, Lux Radio Theater broadcast a radio version of this story starring Joseph Cotten. I'll Be Seeing You marked the first time that actor John Derek (1926-1998), who was billed as "Dare Harris," received an onscreen credit. Derek had previously appeared in a bit role in Selznick's Since You Went Away.