A method, system, computer program product, and user interface for securely and remotely selecting and initiating transmission of stored electronic documents from one device to another. The user may perform such operations with respect to documents on a source PC from any network-connected location, regardless of whether a firewall is present. A directory representation of the source PC's hard drive is transmitted to the user at his or her remote location. The user can navigate within the directory representation to select a document for transmission to a specified destination. An e-mail message is transmitted from the user's remote location to the source PC that causes the selected document to be packaged as an attachment and transmitted to the specified destination.