Abstract: Provided is a method for sending event-triggered messages and gifts to network users, the message being generated by a triggering event. In one embodiment, meaningful events that are associated with a social network connection of a user are used as the triggering events. The method may comprise monitoring one or more events associated with one or more user connections in one or more social networks, identifying the events, generating the one or more connection-related actionable items, presenting the one or more connection-related actionable items to the user, receiving a user request to execute the one or more connection related items, and executing the one or more connection-related actionable items. Additionally, the user may be able to purchase one or more gifts and attach the one or more gift cards to messages sent to the one or more connections.