🎲 How AI Can Help You Be a Better D&D Player
- Danny McKeever
- May 13
- 10 min read

You’ve probably heard it at your table, or seen it in a Discord thread when the community’s having a wholesome moment, “How do I get better at D&D?” It's a good question, and also kind of a trap. Because what does “better” even mean? Knowing more rules? Being less confused in combat? Talking in funny voices with confidence?
Yes. Maybe. Depends.
But if you’re new, casual, or returning to the game, there’s one answer that cuts through all the noise: get more comfortable. Because when you’re constantly checking what dice to roll, forgetting what your character can do, or unsure how to react in character, the game feels harder than it should. Good news: AI can help with all of that. It’s like having a super chill, never-annoyed rules lawyer and character coach in your pocket.
And here’s the big secret, the more you tell AI about your character and your game, the better it gets at helping you. Treat it like your overly enthusiastic familiar. Feed it your backstory, your party’s drama, your favorite combat tactics, your long-standing vendetta against Viscount Snootyface. In return, it’ll help you think through choices, stay in character, remember what you can actually do on your turn, and look like a roleplaying rockstar.
Let’s break it down, one spell slot at a time.
💾 Section 1: Learn the Rules Without Studying Like It's Finals Week
Nobody wants to flip through the Player’s Handbook mid-battle trying to figure out what “reaction” actually means. And unless you’ve got a photographic memory or you're That One Friend™ who reads rules for fun, odds are there’s something about the game you’re always second-guessing. That’s where AI comes in.
Instead of holding up the table asking, “Wait, can I cast a spell and swing my sword in the same round?”, just ask ChatGPT or Game Master Platform. You’ll get an instant, human-sounding answer that won’t sigh or give you that “you should’ve known this already” look.
🧠 How AI Helps:
Quick Clarification: “What’s the difference between a bonus action and a reaction?” Boom. Answered.
Turn Breakdown: Ask for a breakdown of everything you can do on your turn based on your class and level.
Combat Prep: Use AI to simulate turns in advance. “If I rage, move, then attack, can I still use my bonus action?”
Custom Cheat Sheets: Ask AI to summarize your class mechanics in a one-paragraph cheat sheet you can glance at mid-game.
📝 Pro Tip:
Start a conversation with your AI that begins with:
“Act as a D&D 5e rules lawyer. I’ll give you my character details, and I want you to help me understand everything I can do in a typical combat round—actions, bonus actions, reactions, and anything I might forget. I’m trying to play smarter and faster.”
Then paste in your character info: class, level, subclass, feats, equipment, spells, anything weird your DM allowed after a suspicious number of persuasion checks. The more you feed the AI, the more it becomes your personal combat coach.
🧙♀️ Section 2: Actually Know What Your Character Can Do
You know that moment in combat when it’s your turn and you blank? You squint at your sheet like it’s written in Draconic, mumble something about attacking, and hope no one notices that you forgot your Bardic Inspiration again? Yeah, same.
The truth is, D&D characters come with a lot of moving parts. Features, spells, background abilities, feats, magic items, class-specific weirdness, you’re basically managing a walking fantasy spreadsheet. But with AI, you don’t have to memorize it all. You just need to organize it once and let your AI co-pilot remind you when it matters.
🧠 How AI Helps:
Combat Cheat Sheets: Ask ChatGPT to generate a clean list of your most-used abilities, what triggers them, and when to use them.
Turn Templates: “Based on my Fighter’s stats and subclass, what are the best choices on a typical turn?”
Class Power Reminders: Have your AI walk you through your class features one at a time, with examples for how and when to use them.
Upgrade Notes: When you level up, use AI to highlight what new toys you just unlocked and how they change your playstyle.
📝 Pro Tip:
Once your character’s ready, try this:
Prompt 1: Read the following and then respond with "Tell me about your character". I want you to act as a D&D 5e expert. You are going to help me play my characters.
[Paste in your character sheet or details]
Prompt 2: +++StepByStep Can you create a short guide to remind me what I can do in combat, what features are often missed, and how to play this class more effectively?” Give me a list of prepared set of moves for different situations when I am dealing with ranged, magic, and melee foes.
📖 Section 3: Backstory? More Like Back Power Story
Look, we’ve all written the one-paragraph backstory that boils down to: “My parents died, I’m angry, now I stab things.” And while there’s nothing wrong with that, vengeance is a time-honored D&D tradition, it doesn’t give you much to work with once the stabbing’s done. A great backstory doesn’t just explain where your character came from, it gives you reasons to make weird, bold, or heartfelt decisions in game.
And here’s where AI shines: it’s shockingly good at pulling together character motivation, secret goals, dark secrets, unresolved trauma, and spicy interpersonal drama, even if you start with, “I wanna play a goblin who thinks he’s a dragon.”
🧠 How AI Helps:
Prompt-Driven Backstories: Feed it a sentence like, “I want to play a dwarf who escaped a cursed mine,” and it’ll hand you a whole origin story with flavor and plot hooks.
Background + Class Synergy: Use AI to tie your class abilities into your past. Why does your cleric worship a trickster god? Why did your fighter swear off swords?
Relationship Builders: Want drama? Ask AI to create a long-lost sibling, former mentor, or rival from your training days who might show up later.
Player Tie-Ins: Ask the AI to suggest ways your backstory connects to other players at the table. It’s like narrative matchmaking.
📝 Pro Tip:
Try this to kick things off:
Prompt 1: Read the following and then respond with "Tell me about your character". I want you to act as a D&D 5e expert. I want help building a backstory that includes a personal flaw, a secret, and someone from my past who might return.
[Insert your current character backstory or notes]
Prompt 2: Then ask me questions one at a time, to help me refine it together. Use this template as an output guide.
Background Summary
Race / Class / Level:
Origin: [Homeland, culture, or upbringing]
Background: [Urchin, Noble, Hermit, etc.]
Core Identity
Personality Traits:
Ideal:
Bond:
Flaw:
Notable History
Key Event: [Defining childhood or recent moment]
Greatest Loss:
Secret Kept:
Character Goals
Short-Term Goal:
Long-Term Goal:
Who or What Drives Them:
Connections & Conflicts
Important NPC: [Mentor, rival, sibling, etc.]
Faction / Group Ties:
Enemy or Obstacle:
Roleplay Hooks
Catchphrase or Quirk:
In-Character Voice/Style: [Gruff, noble, sarcastic, quiet, etc.]
How They Handle Conflict: [Fight, talk, run, scheme]
📓 Section 4: Take Notes Like a Sneaky Rogue with a Vengeance List
You don’t need to be the group’s official scribe. Nobody’s expecting you to recap every tavern conversation and pie-eating contest. But taking even the bare minimum of notes can make you look like the smartest person at the table, especially when it’s session 12 and everyone else forgot who Lord Greasyhands was and why he’s out for blood.
Your notes don’t have to be pretty. Just functional. And AI? It can make them useful.
🧠 How AI Helps:
NPC Recaps: Type in “Lord Greasyhands insulted my Rogue and now he’s on my list.” Ask AI to help track who he is, what he wants, and how you’ve interacted so far.
Session Summaries: After each game, drop a few bullet points into ChatGPT or The Game Master Platform and ask for a quick summary. Now you’ve got a personal episode guide.
Item & Quest Logs: Lost track of that cursed spoon? Ask AI to organize your loot and quest notes into categories.
Revenge Tracker: Yes, seriously. Keep a “People Who Must Pay” list. AI will remember. AI always remembers.
📝 Pro Tip: Session Notes – [Session Title or Date]
🧭 Where We Were
Location(s):
Main Objective:
Side Quests/Threads:
🗣️ Who We Met
NPCs:
[Name] – [Short description + why they matter]
[Name] – [Ally / Enemy / Suspicious / Needs robbing]
⚔️ What We Did
Encounters:
[Fight / Puzzle / Social Conflict]
[Results or consequences]
Loot Found:
[Items, gold, cursed spoons]
Decisions Made:
[Big party or personal choices]
😠 Who Deserves Revenge
[Name] – [Why they’re on the list]
🔮 What’s Next
Current Goal:
What My Character Is Planning:
What I Need to Ask the DM or AI Before Next Session:
🎭 Section 5: Make Better In-Character Decisions
You’ve got your stats, your weapons, your spell list, and then someone asks, “How does your character feel about this?” Cue the awkward silence, the shifty eyes, and the vague mumbled response: “Uh… I guess he’s mad?” If this sounds familiar, you’re not alone.
Playing in character is one of the best parts of D&D, but it’s also one of the most intimidating. The good news? AI doesn’t judge. It just helps you get better at it.
🧠 How AI Helps:
In-Character Practice: You can have full-on conversations with your character through ChatGPT. Ask it to roleplay your PC, then respond as yourself and see how they sound. Rinse and repeat until your character has a voice that isn’t just your own voice but grumpy.
Situation Simulations: Feed your AI a scenario, “My party just murdered a goblin I was trying to talk to” and ask how your character might realistically react.
Choice Mapping: Not sure what your PC would do? Ask AI to list how different personality types might respond. Pick the one that matches your vibe (or causes the most party drama, no judgment).
Arc Planning: Talk to your AI about how your character might grow. “What if my bitter warlock slowly becomes less cynical after saving a village?” You’ll be shocked at how much it helps to talk it through.
📝 Pro Tip:
Here’s a killer set of questions to get to converse with AI and your GM about:
To get the conversation rolling, try these starter questions:
“What does my character fear most, and how do they hide it from the party?”
“If my character had to betray someone to achieve their goal, would they?”
“How does my character feel about each party member right now?”
“What memory does my character keep replaying, even if they won’t talk about it?”
“What would make my character finally snap—or finally forgive?”
Each question reveals something deeper about your character’s mindset, helping you roleplay in a way that feels grounded and memorable.
🐉 Section 6: Bring Your Character to Life
You’ve learned the rules, built your backstory, figured out your combat options, and maybe even taken some notes. But now comes the real fun, making your character feel alive. And no, we don’t mean “alive” in the “has hit points” sense. We mean the kind of character who players remember, who makes weird choices, says ridiculous things, and maybe even cries in a cave once in a while.
This is where AI goes from being useful to being genuinely magical.
🧠 How AI Helps:
Play Your Character for You (Sort of): Feed your AI your backstory and character details, then talk to it as your character. Let the AI be them. See what they say. Then steal the best lines and pretend they were yours all along.
Build a Voice: Ask AI to write a monologue or inner thought journal entry in your character’s voice. Do it a few times and boom, you have tone, cadence, and maybe even a catchphrase.
Work Through Moments: Did your character lose someone? Get betrayed? Save a village full of innocent mushroom folk? Ask the AI how they’re processing it.
Training Scenes: Simulate conversations with NPCs or confrontations with party members. It's like rehearsal without the social anxiety.
🚫 Classic Bad Player Moves:
Not Being Prepared Showing up with no idea what your character can do, what happened last session, or what a bonus action is. You don’t need a dissertation—just something. Use AI to get caught up before game night, not during initiative.
Hanging on Your Phone Unless you’re looking up spells, texting your DM, or updating your GMP notes, put it down. The game’s in front of you, not on TikTok.
Not Paying Attention “Wait, what are we doing?” is a fine question once per session. Not five times per encounter. You don’t need to narrate every move, but stay engaged. AI can help you keep track of details—you still have to care.
Leaving the Table Without Warning Bathroom break? Sure. Fifteen-minute kitchen raid mid-boss fight with no heads-up? No.
Treating the Session Like Spectator Mode You’re not at a Renaissance Faire. You’re in the story. Think like your character, plan ahead, or even recap your last moves if you’ve spaced out. Just don’t wait for everyone else to carry you.
✅ Closing: Be a Better Player, Not a Perfect One
Here’s the thing, nobody’s asking you to be Matt Mercer. You don’t need to know every rule, remember every spell, or write a 12-page backstory in iambic pentameter. You just need to feel comfortable enough to have fun.
AI helps you get there faster. It smooths out the rough spots. It remembers what you forget. It encourages your character to speak up and your creativity to kick in. And the more you feed it, your character details, your session notes, your chaotic murder-hobo energy, the better it becomes at helping you become the player you’ve always wanted to be.
And if you’re using Game Master Platform, everything we’ve talked about becomes even easier. Train your AI with your character sheet. Track your notes, NPCs, grudges, and goals in one place. Talk to your AI-powered PC between sessions. Turn story-first roleplay into something you can actually keep up with.
Because let’s be honest, half of getting better at D&D is just knowing where you left your cursed spoon last session.
📌 Lazy Player’s Checklist
Use this before your next game. Your DM will thank you. Probably.
Ask AI what your character can do in combat
Generate a meaningful, weird, or hilarious backstory
Summarize your spells, items, and passive abilities
Keep track of NPCs, loot, and revenge targets
Talk to your AI-powered PC and find their voice
Roleplay with actual emotional depth (or at least fake it)
Stop pretending you remember what “reaction” means
Use GMP to organize it all in one place
Comments