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Users often struggle to navigate the privacy / publicity boundary in sharing images online: they may lack awareness of image privacy risks and/or the ability to apply effective mitigation strategies. To address this challenge, we introduce and evaluate Imago Obscura, an AI-powered, image-editing copilot that enables users to identify and mitigate privacy risks with images they intend to share. Driven by design requirements from a formative user study with 7 imageediting experts, Imago Obscura enables users to articulate their image-sharing intent and privacy concerns. The system uses these inputs to surface contextually pertinent privacy risks, and then recommends and facilitates application of a suite of obfuscation techniques found to be effective in prior literature — e.g., inpainting, blurring, and generative content replacement. We evaluated Imago Obscura with 15 end-users in a lab study and found that it greatly improved users’ awareness of image privacy risks and their ability to address those risks, allowing them to make more informed sharing decisions.