Worked on Stirling-Tools/Stirling-PDF to deliver a dynamic Docker healthcheck path that adapts to deployment environments by leveraging the SYSTEM_ROOTURIPATH environment variable. This feature allows health monitoring to adjust automatically for diverse configurations, reducing deployment-time issues and improving reliability. The approach involved updating healthcheck commands in multiple Dockerfiles and validating the changes through targeted container-level testing. Utilizing DevOps practices, Docker, and system administration skills, the work focused on hardening deployment processes and minimizing healthcheck-related incidents. The implementation relied on Shell scripting and YAML for configuration, resulting in a more robust and flexible deployment pipeline for the repository.