Interaction between a user and a conversational digital assistant executing on a computing device is controlled. Multiple interaction pairs are stored in one or more datastores accessible by the conversational digital assistant. Each interaction pair includes an interaction query and an associated assistance operation. An interactive engagement event is detected between the user and the conversational digital assistant, responsive to the storing operation. An interaction pair is selected from the one or more datastores, responsive to the operation of detecting an interactive engagement event. The interaction query of the selected interaction pair is communicated to the user. The assistance operation associated with the communicated interaction query is executed, responsive to receipt of a response from the user to the interaction query.
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