A disk management server ("DMS"), to manage a remote storage device; a wireless communication network; and a mobile computer create a system for secure remote booting of a mobile computer's operating system. To facilitate access to remote boot code, a multiple connection disk management server utilizes a trusted connection to negotiate communication security and an untrusted connection for transferring data once communication security has been established. The trusted connection is established through a physically securable interface, such as a wired network or line-of-site wireless network, e.g., infrared. Successful negotiation of communication security produces a security key that can be utilized to secure information exchange over the untrusted network. The untrusted connection may utilize any standard wireless communication protocol such as IEEE 802.11b.