Well-being in organizations is different for different people. A major factor is the individual’s maturity in life when facing organizational challenges. Scholars in adult development have identified various stages of maturity, each stage offering wider and structurally differentiated capabilities and limitations in dealing with life’s challenges. Such maturity phases develop over an adult’s lifetime. Their development occurs as a shift in structural qualities such as the nature of one’s worldview or identity. In this perspective, well-being occurs when and especially after an individual experiences a stretch in their development and can subsequently live into it and grow. This chapter discusses ways how organizations can support individuals developmentally, either through a deliberately developmental culture or at scale by inherently presenting developmental opportunities in reach. Such inherent methods draw on digital intelligence such as the StoryMatcher developed by the author.