In an educational setting, a solution that has worked for one problem may not work for the same problem that occurs at a different time in a different work conditions. However, administrators and teachers resort to quick solutions to the perceived problem, consequently affecting not only the curriculum but also the students ’ learning. This paper shows how administrators and teachers can find problems prior to problem solution by taking three steps: (1) Examining the interconnectivity of things; (2) Exploring possible and alternative problems and (3) Asking the right question. The paper demonstrates not only how these steps operate in specific situations encountered by administrators and teachers but also how finding the problem can be an effective tool in performing their respective roles.