Methods and systems are provided for automatically generating a dynamic taskline. Initially, sources are accessed to retrieve contextual information associated with a user. From this contextual information, a user task is detected that comprises subtasks. Subtasks are identified, where the subtasks are associated with the user task. The subtasks are ranked based, in part, on the contextual information associated with the user. A taskline is automatically generated based on the ranking of the subtasks. The taskline is dynamically modified based on a particular point in time or updated contextual information associated with the user, to constantly provide the user with relevant and useful information.