.NET applications are facing challenges such as high maintenance costs, limited scalability, and inadequate multi-region cloud support, prompting a move towards modernization. Cockroach Labs, in partnership with Amazon Web Services (AWS), is facilitating this transformation by integrating generative AI-powered Amazon Q Developer with CockroachDB, a distributed SQL database optimized for AWS environments. This collaboration helps enterprises transition from monolithic architectures to distributed systems, offering benefits like horizontal scalability and global availability. Amazon Q Developer automates code refactoring, facilitates cross-platform transitions, and optimizes database interactions, reducing manual efforts and errors in the modernization process. However, testing remains a significant challenge due to code complexity in legacy systems, but the AI-driven capabilities of Amazon Q Developer can streamline this task, encouraging modernization initiatives. CockroachDB enhances this transition by providing multi-region resilience and seamless scalability, fitting naturally into cloud-native architectures. Together, AWS and Cockroach Labs offer a comprehensive toolkit to future-proof applications and reduce operational overhead, making the shift to modern cloud systems less daunting.