While structured as an autobiography, this memoir exemplifies ways in which classic contributions to cybernetics (e.g., by Wiener, McCulloch & Pitts, and von Neumann) have fed into a diversity of current research areas, including the mathematical theory of systems and computation, artificial intelligence and robotics, computational neuroscience, linguistics, and cognitive science. The challenges of brain theory receive special emphasis. Action-oriented perception and schema theory complement neural network modeling in analyzing cerebral cortex, cerebellum, hippocampus, and basal ganglia. Comparative studies of frog, rat, monkey, ape and human not only deepen insights into the human brain but also ground an EvoDevoSocio view of “how the brain got language.” The rapprochement between neuroscience and architecture provides a recent challenge. The essay also assesses some of the social and theological implications of this broad perspective.