An information handling system (IHS) troubleshooting system includes a customer IHS including a plurality of components. A customer management system in the customer IHS detects a failure in a managed system and, in response, immediately triggers a device snapshot of the customer IHS. At least one managed system in the customer IHS includes a device snapshot engine that, in response to the customer management system triggering the device snapshot of the customer IHS, immediately create the device snapshot of the customer IHS. A device snapshot storage in the customer IHS stores the device snapshot of the customer IHS. A snapshot communication engine in the customer IHS sends the device snapshot of the customer IHS over the network to a support IHS. The support IHS may load the device snapshot into a virtual IHS and manage the virtual IHS to replicate the failure detected in the managed system for troubleshooting.