Predictive maintenance techniques and analytics in hybrid cloud systems

The techniques disclosed herein enable predictive maintenance features in Hybrid Cloud systems. The system can analyze system data defining one or more operating conditions of an on-prem server and determine if one or more predetermined conditions are met. If a predetermined condition is met, the on-prem server can generate and transmit log data to a primary server. The primary server can generate one or more monitor rules having one or more updated predetermined conditions for detecting an anomaly at the on-prem server. Using the monitor rules, the on-prem server can detect and proactively resolve potential issues. The on-prem server can also transmit diagnostic data to the primary server for generating an updated monitor rule that is further tailored to the conditions of the on-prem server.