A system and an article of manufacture for providing a prompt for real-time cognitive assistance include analyzing input from at least one environmental sensor to identify context information pertaining to a user situation, identifying a likely subsequent cognitive task of the user in the user situation based on the context information and use of a learned model, determining an action with respect to information to be suggested to the user via a corresponding prompt, wherein the determining is based on the likely subsequent cognitive task, the context information and information learned from at least to one previous user situation, computing a confidence value to represent a level of certainty in the action, and providing the prompt to the user if the action has a confidence value greater than a threshold value corresponding to the action.