A system and method provide system monitoring and detailed troubleshooting workflow guidance. Individual system components may be monitored and faulty system components identified. Subsequently, component-related, context-related, and/or user-specific troubleshooting workflow guidance associated with the faulty system component identified may be retrieved and/or determined by a processor and presented. The component-related guidance may be based upon which system component is faulty. The context-related guidance may be based upon the type of error with the faulty system component. The user-specific guidance may be based upon information specific to the user, such as user specifications, preferences, and configurations. The troubleshooting guidance may provide virtual guidance related to the workflow steps to be performed to identify the error with the faulty component and then correct the error identified. Accordingly, consistent, reproducible, and efficient troubleshooting may be performed using the troubleshooting workflow guidance presented. In one embodiment, the system monitored is a medical imaging system.