If the history of system administration resembles firefighting, then the future more closely resembles city planning. As IT systems grow in complexity and scale, system administrators are uniquely positioned to help their organizations “connect the dots” by identifying the information that will improve decision-making and then communicating it in the right context. Topics will include: making service-level metrics part of routine system monitoring, reducing the on-call burden and shifting the balance from reactive to proactive work, anticipating useful diagnostic data, capturing historical data to identify trends, using forecasts to manage capacity and prevent problems before they occur, sharing information throughout the organization using blogs and other media, and how to demonstrate the value of these efforts to senior management.