A client computing system detects when a problem is encountered with an application and identified problem-specific diagnostic data that is to be collected, given the detected problem. It also identifies one or more problem-specific test or diagnostic analyzers and executes those analyzers to generate additional data. The data that is collected and the data that is generated by the analyzers is packaged and sent to a service computing system for identifying a remedial action that can be performed to address the problem. The remedial action is received and surfaced for the user.