This case study details the modernization of a complex distributed hiring platform utilized by a U.S.-based AI-powered HR technology company. The document outlines a three-phase approach to transition from a Windows-based system to a cloud-native architecture using Amazon Elastic Kubernetes Service (EKS) and PostgreSQL-compatible databases. The first phase involved an architectural assessment and planning using vFunction to analyze the existing application architecture. The second phase focused on refactoring .NET services for containers, replacing synchronous communication patterns with asynchronous ones. The final phase addressed database migration from Amazon RDS for SQL Server to Amazon Aurora PostgreSQL to enhance scalability and reduce costs. The modernization initiative resulted in a 30-40% reduction in infrastructure costs, a projected 50% decrease in database expenses, and successful achievement of FedRAMP certification for AWS GovCloud. These enhancements enable the organization to support regulated public-sector workloads and improve scalability and flexibility in its services.