Worked on the aws-deadline/deadline-cloud repository to enhance Windows path handling in Python utilities, focusing on backend development and file path manipulation. Addressed issues with long Windows paths exceeding MAX_PATH by implementing a normalization function that strips the '\\?\\' prefix, ensuring accurate path comparisons within the _is_relative_to method. Added comprehensive unit tests to cover edge cases and validate the new logic, improving reliability in deployment scenarios. The work increased code maintainability and test coverage, specifically targeting Windows environments. Demonstrated skills in Python, backend development, and testing, with a focus on robust code quality and targeted refactoring for path resolution.