Digital Transformation requires an understanding of how members communicate and share ideas at the individuals, team, leadership, and the organization level. An enterprise’s behaviors are made up of a collection of mental models based on perceptions, relationships, actions, and conflicts between various parts of the organization. Qualitative Data Analysis (QDA) is a process that can be used to discover implicit conflicts, incoherence, and misalignment between these mental models. In this presentation, we will discuss how Computer Assisted Qualitative Data Analysis (CAQDA) and a QDA approach can be used to analyze group, individual, and leadership interviews to better understand Digital Transformation outcomes. We will also discuss how this QDA approach has been used in a number of financial institutions with some relative use case examples.