This paper discusses how Licklider’s idea of symbiosis can be implemented with software agents that sense, model, project/predict and judge; using the latest theories of decision making and cognitive psychology. Neosymbiosis addresses how humans aided by software might overcome their respective weaknesses synergistically. This paper explores how neosymbiosis delivered via a cognitive automaton (CogBot), a network of software agents, might handle surprising emergent phenomena. Particular care will be given to whether an agent (either human or software) is surprised versus whether a CogBot-enhanced observer is surprised by emergence. Finally, it considers scenario involving a community of knowledge workers intelligently augmented with CogBots while they adapt to emergent threats while attempting to achieve organizational objectives.