Dungeon Master's Assistant Vol 1

Before apps, spreadsheets, and AI Dungeon Masters, there was Dungeon Master’s Assistant Vol. 1. Released in 1988, this tool was a digital sidekick for pen-and-paper D&D players, designed to make the Dungeon Master’s life slightly less miserable. It managed encounters, treasure tables, and monster stats—all through DOS menus that made you feel like you were hacking a fantasy mainframe. It wasn’t a game, but it was a revolution for tabletop nerds everywhere. If you loved dice and ASCII in equal measure, this was your best friend.