This article will describe a process for increasing critical thinking and reflection in strategy courses bridging the gap from conventional textbooks between theory and application. It proposes new assistive tools for aiding decisions and provides a roadmap for applying the process using live cases, thereby avoiding the limitations of web-available solutions to casework. With industry clamoring for graduates with critical thinking skills, it will be increasingly important to test and demonstrate new methods and processes that can impart critical and reflective thinking skills for improved decision-making.