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In this chapter, the intricate journey of digital transformation is demystified, emphasizing its paramount significance in today’s tech-driven landscape. The discourse delves into the essence of Enterprise Architecture (EA) maturity models as vital tools that guide organizations through their digital evolution. It outlines the structured roadmap they provide to assess readiness, pinpoint developmental gaps, and enhance complex capabilities such as AI integration. By engaging with this discussion, professionals gain insights into leveraging these maturity models to steer clear of pitfalls, align stakeholders, and ultimately champion a successful, resilient digital transformation.