The di.me userware is a decentralised personal information sharing system with a difference: extracted information and observed personal activities are exploited to automatically recognise personal situations, provide privacy-related warnings, and recommend and/or automate user actions. To enable reasoning, personal information from multiple devices and online sources is integrated and transformed to a machine-interpretable format. Aside from distributed personal information monitoring, an intuitive user interface also enables the ⅰ) manual customisation of advanced context-driven services and iⅱ) their semiautomatic adaptation across interactive notifications. In this paper we outline how average users interact with the current user interface, and our plans to improve it.
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