If monitoring Jenkins is a solved problem, troubleshooting the platform and optimizing Continuous Delivery pipelines remain painful problems with limited solutions. The introduction of observability concepts in Jenkins with OpenTelemetry and distributed tracing applied to pipeline executions is a game changer here. We will show you unprecedented solutions, open source and commercial, for both Jenkins adminins and dev teams to troubleshoot platform problems related for example to plugin upgrades or build agent allocation and to optimize pipelines.