We present PLIANT, a learning system that supports adaptive assistance in an open calendaring system. PLIANT learns user preferences from the feedback that naturally occurs during interactive scheduling. It contributes a novel application of active learning in a domain where the choice of candidate schedules to present to the user must balance usefulness to the learning module with immediate benefit to the user. Our experimental results provide evidence of PLIANT's ability to learn user preferences under various conditions and reveal the tradeoffs made by the different active learning selection strategies.
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