Developed and integrated an automatic update system for the Usenapp application and its cask within the Homebrew/homebrew-cask repository, focusing on seamless user experience and reduced manual maintenance. Leveraging Ruby scripting and automation skills, the work established auto_updates functionality for both the application and its cask, including user-visible screenshots to enhance transparency. This approach eliminated the need for manual update steps, improving reliability and setting a foundation for future automation efforts in package management. The implementation demonstrated effective use of DevOps practices and cask management, contributing a maintainable solution that aligns with Homebrew’s broader goals for update automation.