Commentators have long been divided in appraising Gideon. Some consider him an outstanding champion of Yahweh’s cause. Others judge him as, at best, flawed, at worst a vainglorious manipulator who corrupted Israel’s relationship with Yahweh and weakened her hold on the Promised Land. Despite abundant commentary on Gideon, the Midianite’s dream has attracted little specific exegetical attention beyond recognition that, on hearing its interpretation, Gideon was transformed. Yet it must surely rank as one of the most remarkable episodes in Judges. This study considers the dream’s hermeneutical function in illuminating Gideon’s character and changing relationship with Yahweh. It examines the dream’s place in the Gideon narrative and explores the meaning of its symbolism for the writer’s time and readership. It demonstrates that the narrative’s structure, and the dream’s place within it, were carefully planned and crucial to its interpretation. Finally, it analyses heuristic literary devices used in the narrative.