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Despite many proposed approaches, the user's role in agentic permission management remains under explored. We introduce Janus, a playground system for implementing and evaluating user-involved agentic permission management designs. Janus consists of two components: Janus-Core, a modular agentic system supporting a diverse spectrum of permission management designs, and Janus-Harness, an automated evaluation framework. Grounded in a conceptual model that identifies key design axes for user involvement, we implement six permission assistants spanning the design space and evaluate them across three scenarios and three synthetic responders. 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Grounded in a conceptual model that identifies key design axes for user involvement, we implement six permission assistants spanning the design space and evaluate them across three scenarios and three synthetic responders. 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