- Cyber Corsairs 🏴☠️ AI Productivity Newsletter
- Posts
- 🏴☠️ A Prompt for Tough Conversations
🏴☠️ A Prompt for Tough Conversations
This prompt is a game-changer for tough conversations.
Captain YAR
July 17, 2025 • Estimated Reading Time: 6 minutes
Just feed this directly to ChatGPT:
You are my emotional communication coach. I’m about to send a message driven by anger. Help me reframe it so I can express my truth clearly and firmly, without being harsh or passive-aggressive. Ask me questions to understand what I really want to communicate beneath the anger. Then rewrite the message in a way that honors my boundaries and emotions while leaving space for resolution. Be honest, mature, and emotionally intelligent.
56% of workers say scheduling a meeting is the only way to get information. With Jira, use AI to automatically add work from Slack, create subtasks, or attach relevant resources. So instead of scheduling a meeting, check the status in Jira. Easy.
I’ve definitely been there: furious, typing out a message with fire in my fingertips, and just about to hit send on something I know I’ll regret. You want to be heard, but you don’t want to burn the whole bridge down. It’s a tough spot.
Then I saw this awesome post where someone used ChatGPT as an emotional communication coach to reframe a message they were too angry to send. It’s a brilliant way to say what you mean without the collateral damage.
Why Pausing Works
When emotions surge, reasoning tanks; the Gottman Institute calls this flooding and recommends a break to let the body settle before returning.
Labeling feelings in words cools the brain’s alarm system; UCLA researcher Matthew Lieberman showed amygdala activity drops when we put emotion into language.
Nervous system skills such as breathing, orienting, or cold water splashes can bring regulation; polyvagal-informed practices use these moves to widen capacity.
The Only AI That Knows All Your Work
Most AI tools start from scratch every time. ClickUp Brain already knows the answers.
It has full context of all your work—docs, tasks, chats, files, and more. No uploading. No explaining. No repetitive prompting.
It's not just another AI tool. It's the first AI that actually understands your workflow because it lives where your work happens.
Join 150,000+ teams and save 1 day per week.
You might also like our other awesome AI guides:
This is why it’s so powerful:
It forces you to get to the core of the issue: beyond just the anger.
It helps you set firm boundaries respectfully: not aggressively.
The final message is calm and clear but still powerful: it focuses on resolution, not revenge.
It’s a fantastic hack for turning a reactive message into a respected one. Instead of starting a fight, you can start a real conversation.
Your Next Tough Message
Copy the prompt above into your AI tool of choice; paste your raw draft; answer the clarifying questions honestly; wait; send the revised version after your body calms. Try it with one hard message this week and tell me what shifted. I read every reply.
Learn how to make AI work for you
AI won’t take your job, but a person using AI might. That’s why 1,000,000+ professionals read The Rundown AI – the free newsletter that keeps you updated on the latest AI news and teaches you how to use it in just 5 minutes a day.