This document outlines 16 cases describing issues with a document management system. Key issues include: error messages that are unclear or not user-friendly; fields being left empty causing errors; buttons or fields disappearing; difficulty searching or filtering files; difficulty understanding file upload dates; needing preview functionality for uploaded files; needing approval functionality; and showing fatal errors when no data exists. The goal is to make the system more intuitive, user-friendly, and avoid cryptic error messages.