A strategic deep dive into the evolving standards of developer experience, this talk examines how award-winning devportals implement discoverability and findability as pillars of content architecture and interaction design. Through case studies from the DevPortal Awards, it analyzes how AI/ML integration is optimizing taxonomy, intent-driven navigation, and contextual assistance. Attendees gain insight into metrics-driven improvements, scalable content strategies, and the role of LLMs in predictive search and adaptive interfaces.