Collaboration across enterprises is becoming increasingly necessary in today’s competitive marketplace. Such cross-enterprise collaboration requires simultaneously rich knowledge sharing and maximal information security, an often paradoxical accord. Current approaches to information security do not effectively manage this paradox in collaborative knowledge processes that take on an emergent nature. We propose a knowledge worker centric model of information security that considers individual and organizational factors that affect the decisions knowledge workers make whether to share or not in a collaborative relationship. These dynamic decisions involve trading off the consequences of sharing against the consequences of not sharing. We discuss strategies that help ensure that the appropriate balance is struck. A knowledge worker centric approach to security helps promote secure sharing in emergent collaborative knowledge work.