This case study details TeamSystem's transition from on-premises deployments to a cloud-first strategy using HashiCorp Terraform for infrastructure provisioning. The document outlines the challenges faced by TeamSystem, including the need to migrate diverse customer services efficiently while optimizing infrastructure investment and reducing cloud waste. It describes how the adoption of Terraform allowed TeamSystem to standardize workflows, improve operational efficiency, and accelerate feature release schedules from twice a year to every two weeks. The case study emphasizes the importance of a centralized management approach, enabling developers to self-serve their infrastructure needs, which significantly reduced provisioning time and improved overall productivity. Additionally, the implementation of Terraform's Sentinel policies ensured compliance with security standards and created digital audit trails for infrastructure changes. The outcomes of this migration included enhanced agility, streamlined operations, and a shift in focus towards strategic planning and revenue-oriented tasks.