In the context of digital transformation, answer-driven DevOps automation is becoming increasingly crucial for organizations to manage complex multicloud environments effectively and reduce manual processes. As companies invest heavily in automation, they face challenges in maturity levels and still spend a significant portion of time on manual tasks, despite substantial investments. The session at Perform 2023 highlighted the benefits and challenges of DevOps automation, emphasizing the need for organizations to move from basic automation to more sophisticated, answer-driven models that enhance decision-making. Key strategies include starting simple and scaling, prioritizing automation of critical processes, and implementing frameworks that provide contextual insights. Effective automation can help DevOps teams and site reliability engineers (SREs) improve software delivery speed, reliability, and security while mitigating issues like downtime and manual troubleshooting. The article also discusses specific use cases, such as targeted notifications, closed-loop remediation, and progressive delivery orchestration, which demonstrate how automation can streamline operations and enhance software quality and reliability.