SAE Aerospace Information Report AIR1871 provides valuable insight into lessons learned in the development, implementation, and operation of various health monitoring systems for propulsion engines and drive train systems. This document provides an overview of the lessons learned for ground-based systems, oil debris monitoring systems, lubrication systems, and Health and Usage Monitoring Systems (HUMS) for military and commercial programs. For each case study, this document presents a brief technical description, the design requirements, accomplishments, lessons learned, and future recommendations.