A method, computer program product, and computing system for generating a virtual storage appliance configuration file. A storage system may be queried for physical configuration information associated with deploying a virtual storage appliance based upon, at least in part, the virtual storage appliance configuration file. One or more virtual storage appliance deployment vulnerabilities associated with the storage system may be identified based upon, at least in part, the virtual storage appliance configuration file and the physical configuration information. A notification including the identified one or more virtual storage appliance deployment vulnerabilities may be generated.