This book is about the experiences of contemporary chief information officers (CIO). CIOs in New Zealand, Taiwan, and the United States of America agreed to participate. They also agreed to be identified along with the name of their company. They provided their interpretation of issues that have been dealt with and those they anticipate having to deal with in the foreseeable future. The results of the interviews allowed the identification of emerging themes related to management and technological aspects. Another important result is the identification of an alignment issue. That is, it is important to ensure that the interpretation of the CIO role is clearly and explicitly agreed upon by both the chief executive officer (CEO) and the CIO.