This article, by a principal who received over 17,000 e-mails in his first year on the job, explores ways in which email is reshaping education leadership. The main assets of e-mail--swift and efficient communication, more informed decision making through improved consultation with stakeholders, and automatic archiving of correspondence--come at a cost, including a fundamental restructuring of the use of time and different modes of thinking, communicating, and decision-making. Digital multi-tasking may have unforeseen, dehumanizing affects on schools and their personnel.