Developed and delivered Pi-hole v6+ support with enhanced metrics and authentication for the DataDog/integrations-extras repository, expanding monitoring capabilities to newer Pi-hole deployments while maintaining backward compatibility with legacy metrics. The work introduced new configuration options for web password and v6 checks, addressing both security and flexibility requirements. Leveraging Python for backend development, the implementation included comprehensive test automation using pytest to ensure reliability and seamless integration with existing systems. The approach emphasized commit-driven development and continuous integration practices, resulting in a robust feature addition that improved monitoring coverage and security without introducing regressions or disrupting established workflows.