San Francisco's iconic cable cars served as an apt symbol for SRE Day San Francisco 2025, emphasizing the necessity of human judgment in the realm of Site Reliability Engineering (SRE) and DevOps. The event brought together professionals to explore the balance between automation and human oversight, particularly as AI and automated systems become more prevalent in production environments. Key sessions highlighted the importance of human-centered automation, where human judgment remains crucial for decisions that could impact customer trust and operational stability. Presenters like Jimmy Katiyar and Sureshkumar Karuppuchamy underscored the need for observability that prioritizes meaningful metrics and context over raw data, advocating for systems that facilitate human intervention when necessary. The discussions extended to chaos engineering and open-source usage, where the speakers emphasized the significance of tying technical metrics to business outcomes and maintaining transparent, auditable processes. The overarching message was that trust and reliability in complex systems are built through a collaborative approach where humans and machines share responsibility, ensuring that automation supports rather than replaces human decision-making.