The context of information security is changing dramatically. Networking technologies have driven the global expansion of electronic commerce. Electronic commerce is increasingly engaging sophisticated advances like digital agents and web services. As a result of such advances, the information systems architectures that must be secured are becoming dynamic: shifting landscapes of changing vulnerabilities. At the same time, the threats in these landscapes are also becoming more sophisticated and dynamic. Information warfare is raising the stakes in information security by leveling intensive and highly novel threats against civilian systems. Information security researchers need to develop organizational approaches and methodologies that respond to this new context. The conflation of information warfare and short cycle development theories promises new information security practices. These approaches and methodologies would effectively lead to agile information security development. Agile information security development anticipates threats and rapidly deploys necessary safeguards in the context of shifting systems landscapes amid pervasive systems threats.