Abstract: Approaches provide for machine-based approaches for dynamic scheduling of calendar items in digital calendar systems. The system can obtain attributes associated with calendar items, and can analyze those attributes to determine how those calendar items are to be processed, without the necessity of outside metadata or storage. Such attributes may be an activation keyword or activation attribute. The presence of the activation keyword or attribute in the calendar item metadata can indicate that the calendar item is a calendar item to be completed (e.g., a task to be completed). Attributes may also include additional attributes which affect the manner in which a calendar item is scheduled, rescheduled, or otherwise processed. Such additional attributes may include priority, deadline, time range during which the calendar item should be performed, and so forth.