Troubleshooting a corrupted Windows operating system (OS) is a must-learn experience for computer technology students. To teach OS troubleshooting, the simplest approach involves introducing the available tools followed by the "how-to's." But how does a teacher teach his or her students to apply their knowledge in real-life scenarios and help them improve their troubleshooting skills? In this article, the author presents an effective classroom project that can help students diagnose and troubleshoot corrupted Windows operating system.