We introduce character into organizational learning by building theory about how strength of individual character enhances organizational learning and how unbalanced or weak character undermine organizational learning. Bringing character into organizational learning theory helps to elucidate the type of judgment (i.e. character-based judgment anchored in all dimensions of character) that is missing but required in organizational learning to resolve organizational learning dilemmas that have persisted in the field. In connecting character to organizational learning, we rely on the multi-level processes of the 4I framework of organizational learning as scaffolding to theoretically introduce the processes of character activation, character contagion, and character embeddedness and discuss how the different character configurations and processes enhance organizational learning across levels in an organization.