In using a Digital Video Games Approach, players know what they need to do, in order to 'level up'.
As coaches or teachers, we tend to plan for 'progressions' in our practices to enhance complexity of the practice for our players. Or, we might decide to set individual, unit or team challenges to alter the difficulty of the task. How do we know the 'right time' to use progressions or challenges? In Good Game Design, assessment is explicitly woven into design, resulting players 'levelling up' once they can apply a problem solution.