A client-server session is automatically initiated between a client-type device an a cloud-based server in a cloud-based computing environment based on user-defined parameters, thereby providing convenience and ease of use for a user for uploading, sharing and downloading media content to and from a content-sharing website. A user-preference database stores user-preference information, such as information relating to media-content-type information, media-content-source information, media-content-destination information, user-uploading-preference information, and/or uplink-network-preference and downlink-network-preference information. A rule is generated for uploading and/or downloading a designated media-content type to the content-sharing website based on the stored user preference information and at least one calendar event available from a calendar application. An event trigger signal is generated if the conditions of the rule are satisfied, and a communication controller then establishes a communication link to the content-sharing website and uploads and/or downloads the designated media content.