In the era of cloud-native systems, observability is crucial to ensure systems perform correctly and deliver a satisfactory experience to end-users. Observability tools are critical, but monitoring them is also essential as they can fail or behave unexpectedly. The Promscale team has developed a set of alerting rules, runbooks, and dashboards to help users track the performance of their own Promscale instance and troubleshoot common issues. By observing the observer, these tools provide guidance on how to fix problems before end-users notice them, making it easier to detect and fix issues in real-time. The solution is built using open-source components and relies on PostgreSQL and TimescaleDB, with a simple architecture that benefits easier troubleshooting. It also provides a Grafana dashboard for visualization and a GitHub repository with runbooks and alerts.