A system for detecting wear or failure of a genset coupling of a genset power system is provided. The system includes a vibration sensor for measuring vibrations, and an additional sensor for measuring an operating condition. A controller is configured to process operating condition data from the additional sensor using a modeling software to generate simulated data. The controller applies time domain information of at least one of the simulated data and vibration sensor data to the modeling software using a machine learning algorithm, and perform a comparison to identify wear or failure of the coupling, wherein, when performing the comparison, the controller compares at least one of: time domain information of the vibration sensor data to time domain information of the simulated data or frequency domain information of the vibration sensor data to frequency domain information of the simulated data, to identify wear or failure of the coupling.