Wizards of the Coast’s D&D Beyond, currently in beta, isn’t the game’s first stab at a digital RPG toolkit.
Here are TSR’s Core Rules CD-ROM Dungeon Master’s utility kit (1996), and its Core Rules 2.0 expansion (1999), both for AD&D 2nd Edition.
However, even these weren’t the earliest digital GM tools. The Dungeon Master’s Assistant Vol 1 & 2 were published by SSI in 1988 for MS-DOS, Amiga and C64.
You can check out Volume 1: Encounters and Volume 2: Characters & Treasures on the Museum of Computer Adventure Game History.
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