Architecture diagram automation is revolutionizing infrastructure management by eliminating the manual labor of creating and updating diagrams, which often become outdated with infrastructure changes. By utilizing infrastructure as code (IaC) tools like Pulumi, teams can generate real-time, accurate diagrams directly from IaC definitions, ensuring that documentation remains synchronized with infrastructure states. Pulumi provides several automated diagramming approaches: native Pulumi diagramming, AI-powered diagramming with Claude and Mermaid, and Pulumi Neo for enterprise-scale diagramming. Native Pulumi diagramming offers the highest accuracy, creating diagrams directly from deployed states, while AI-powered approaches like Claude enhance aesthetics and provide multiple perspectives but may risk inaccuracies due to AI interpretation. Pulumi Neo elevates diagramming to an enterprise level, providing organization-wide views and intelligent customization tailored to different stakeholders. Each method integrates seamlessly with CI/CD pipelines, offering zero-maintenance updates, albeit with varying levels of complexity and setup requirements. These innovative approaches ensure that infrastructure documentation is always current, aesthetically pleasing, and tailored to the needs of technical and non-technical stakeholders alike, transforming architecture visualization into an effortless, intelligent process.