The Principal's Companion offers aspiring educational administrators situational exercises with the aim of improving their leadership and decision making skills. Utilizing five major sets of activities: 1) Creating the School, 2) Leading the School, 3) Preparing for Success, 4) In-basket Simulations, and 5) Case Studies, the authors introduce real life simulations as a practicum to learning and a practice field for implementing newly-acquired skills. Transferring theory to practice allows future educational leaders the opportunity to analyze situations in a school, synthesize overall operations of a school, and evaluate their leadership progression. The Principal's Companion serves as a tool for aspiring leaders to connect preparation to realities of school leadership.