A learning management system may be configured to retrieve roster data from a roster database and determine from the roster data whether a pilot has a scheduled downtime during a flight or a layover time before the flight. The system may further retrieve flight data associated with the flight from the learning management system and determine a training concept associated with the flight. The system may also select a training exercise from multiple training exercises, where the training exercise is associated with the training concept. A notification may be sent to an electronic device associated with the pilot, where the notification includes an offer to perform the training exercise.