We were recently leading a 2-day intensive on motivating reluctant students. The participants were completing a GAP analysis we designed to help them identify the institutional, instructional, and internal factors that affected their students’ motivation. School teams worked together to identify their key barriers to motivating students and developed plans to increase their students’ motivation and investment in their learning. Then we introduced the 5 Why’s. The 5 Why’s is a strategy we use with many of our clients to help them get closer to the root cause of their challenges so that they can develop better and more effective solutions. We started by selecting one large challenge revealed by the Gap Analysis. Then, participants asked why 5 times to get to the root cause of their challenges.