Worked on enhancing OpenSSL detection within the xmake-io/xmake-repo to improve installation compatibility across diverse environments. Focused on refining the build system’s logic to accurately differentiate between standard and non-standard OpenSSL layouts, the solution introduced precise prefix and include path checks to minimize false positives. The implementation adopted a preference for the --with-openssl flag, with robust fallbacks using CPPFLAGS and LDFLAGS, ensuring reliable integration for Homebrew, Nix, and custom installations. Leveraging skills in build systems, dependency management, and Python, the work increased cross-platform reliability and reduced user-facing installation failures without introducing new bugs during the development period.