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This article assesses the iconography, attribution, and sitter’s identity of one of the earliest impresa miniatures: Man in an Armillary Sphere (1569). It identifies the motto as a line in a sonnet by Pietro Bembo, examining the symbolism of the armillary sphere in relation to this motto and in the wider context of Elizabethan culture. It concludes by offering suggestions for the sitter’s identity, including Sir Henry Lee, Thomas Whithorne, and Hugh Fitzwilliam.