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Although birthed in the era of teletypes, the command line shell survived the graphical interface revolution of the 1980’s and lives on in modern desktop operating systems. The command line provides access to powerful functionality not otherwise exposed on the computer, but requires users to recall textual syntax and carefully scour documentation. In contrast, graphical interfaces let users organically discover and invoke possible actions through widgets and menus. To better expose the power of the command line, we demonstrate a mechanism for automatically creating graphical interfaces for command line tools by translating their documentation (in the form of man pages) into interface specifications via AI. Using these specifications, our user-facing system, called GUIDE, presents the command options to the user graphically. We evaluate the generated interfaces on a corpus of commands to show to what degree GUIDE offers thorough graphical interfaces for users’ real-world command line tasks.