A system for monitoring and analyzing the operation of a deployment of a software application is disclosed. The system includes a monitoring component, a repository that stores a plurality of rules, and an analysis engine. The monitoring component collects data values of each of a plurality of state metrics associated with the deployment of the software application. At least some of the rules in the repository map respective combinations of states associated with the state metrics to corresponding problems. The analysis engine programmatically detects instances of said problems, at least in-part, by using the rules to analyze the state metric data values collected by the monitoring component. The rules can also include remedies associated with the detected problems, and the system may include remedy selection and execution modules.