Abstract: A system and method of offering task-specific guidance to users of software. The system and method can intelligently determine which task the user is likely performing and what sequence of steps (data journey) will offer the user the most efficient route in completing the task. In some embodiments, the proposed system collects data representing in-app behavior for a large group of users in order to train a model that will predict what the user's next actions are likely to be. Furthermore, in some cases, current data for a user may include screen captures or other image data that can be compared with stored image data in order to help identify the user's current task.