In one embodiment, an issue analysis service determines that an issue exists with a device in a network. The service searches a decision tree for a solution to the issue, wherein branch nodes of the decision tree comprise diagnostic checks. The service clusters, based on a determination that a solution to the issue does not exist in the decision tree, telemetry for the device with telemetry for one or more other devices that also experienced the issue. The service uses a neural network to identify a difference between the clustered telemetry and telemetry from one or more devices for which the issue was resolved. The service adds a leaf node to the decision tree with the identified difference as a solution to the issue.