ChatGPT, LLMs, and Automating the Fun Out of Roleplaying

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By Leonardo Andrade

ChatGPT, LLMs, and Automating the Fun Out of Roleplaying

Don’t let billionaires poison the beautiful creative collaboration at the heart of TTRPGs.

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a]:underline [&>a]:underline-offset-2 [&>a:hover]:text-brand text-center">Image by Luana Bibiano.

Published:<br>July 27, 2026, 10:20 am

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By Leonardo Andrade

My ongoing Daggerheart campaign takes place in my homebrewed setting called Yauros’ Pit: a layered, Ireland-sized vertical tunnel (Lengh = depth, width = diameter), with its entrance surrounded by a ring-shaped island. Upon the ring, there is a city. It is partitioned in districts under the tutelage of different nations that vie for control of the Pit for its mysterious origin, endemic resources, and the relics of a bygone civilization within.<br>I made up exactly one of these faraway nations, the military dictatorship of Kuryar, and my players came up with the others. I had each player, when creating their character, come up with a home nation, and a reason why they can not go back (at least until their business in the Pit is concluded). We worked together to integrate the nations and get a sense of what the politics are and how the colonial cold-war over the Pit is going by the time the campaign starts.<br>Now we skip ahead to the session before last: The adventurers, battered after fighting the temple’s fungal guardian, stunned by the mystical vision induced when the warlock Kareem fitted his arcane focus into the mosaic behind the altar, finally lay down their arms and bodies for a long rest. Unfortunately for them, their respite is interrupted by Kuryar officers with magically collared slave-soldiers in tow. They recognize the party’s guardian, Lady Elizabeth Stauferi, as a ransom-worthy noble due to the family arms on her shield. In trying to persuade the other adventurers to give her up—they won’t, mainly because they all have their reasons to hate the Kuryar—the soldiers let it slip that they had an encounter with another Stauferi, inadvertently giving Liz a long sought after lead about the whereabouts of her House’s missing heir. The reason she can’t go back home.<br>@lulu.bibi_ O resultado final!! Agradeço o apoio de todos que acompanharam, espero ter inspirado outras pessoas a fazerem o mesmo desafio! Personagens e história dos meus amigos!! e o DM´s site: https://leoandradewriter.com/ #animation #moho #animationprocess #ttrpg #artprocess<br>♬ original sound - LuluBibi

The faun ranger’s player had some fun turning the mystical vision moment into a short animation.<br>The fight was not only about survival. It was also about freeing the enslaved people, but, crucially, about getting to question the Kuryar for more information about the heir… and leaving no Kuryar soldier alive afterward to report to their outpost. High stakes and clear ties to characters' motivations and backgrounds elevated this nighttime encounter to something of narrative consequence.<br>This was possible thanks to all the creativity we put into this before rolling a single die. Fleshing out your character, where they came from, their motivations, their fears, etc makes everything more personal, and serves as a force multiplier for the storytelling that emerges from play. We would not have this if we outsourced the process.<br>Unfortunately, outsourcing creativity is precisely where it’s already going for many people, including the people in charge of the most popular tabletop RPG ever: Dungeons & Dragons.<br>Here’s what Hasbro (Wizards of the Coast’s parent company) CEO Chris Cocks has to say on this:<br>I'm probably more excited though about the playful elements of AI. If you look at a typical D&D player....I play with probably 30 or 40 people regularly. There's not a single person who doesn't use AI somehow for either campaign development or character development or story ideas. That's a clear signal that we need to be embracing it. We need to do it carefully, we need to do it responsibly, we need to make sure we pay creators for their work, and we need to make sure we're clear when something is AI-generated. But the themes around using AI to enable user-generated content, using AI to...