Everyone's journey to observing workloads in the cloud is unique. Adopting a cloud-first approach enhances agility and resiliency as your workload scales. However, it's crucial to account for legacy on-premise estates in today's hybrid reality. This roundtable aims to discuss best practices for observing application, infrastructure, and network health within modern cloud-native architectures. It will also establish a framework that promotes a comprehensive approach to managing both cloud and non-cloud estates.