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Riverboat, season 2 episode 13 «Listen to the Nightingale»: air date January 2, 1961. Episode overview, season trailer and the cast of Riverboat.
A troupe of performers hire the Enterprise to transport them. However, when the manager can't pay, Grey agrees anyway since he believes their lead singer, Julie Lang, will make him enough money. However, when an unknown thief takes Julie's expensive necklace, she refuses to sing until it's recovered.