This article describes digital leadership-specifically character and competency-that differentiate digitally mature organizations from digitally developing organizations. We assess the differentiated actions of leaders of digitally mature organizations and discuss their results. The study is based on Patterns of Digitization survey with insights from 559 decision makers across five geographic regions-America, Europe, Asia, Africa, and Oceania designed to assess how companies are implementing digital transformation, the various strategies they employ, the investments they make, and the actions they take to achieve large-scale institutionalized digital transformations. The insights gleaned from the study should help lagging companies understand what is involved in implementing a digital transformation and what they need to do to catch up.