A method of leveraging a dialogue history of a conversational computing interface to execute an updated dialogue plan. The method comprises maintaining an annotated dialogue history of the conversational computing interface. The annotated dialogue history includes a plurality of traced steps defining a data-flow including input data used to execute a context-dependent operation and output data recorded from a previous execution of the context-dependent operation. The method further comprises recognizing an updated dialogue plan including a prefix of executable steps and an updated executable step following the prefix. The method further comprises automatically computer-recognizing that the prefix of executable steps of the updated dialogue plan matches a corresponding prefix of traced steps in the annotated dialogue history. The method further comprises re-using the data-flow from the prefix of traced steps in the annotated dialogue history to automatically determine input data of the updated executable step.