Write the difficult message

Direct, kind and unambiguous — for the messages people avoid sending.

Works with ChatGPT, Claude

Use it when: Delivering bad news or pushing back.

Fill in the blanks

SituationRecipientCore MessageRelationship Goal

Your prompt

Help me write a difficult message.

Situation: [Situation]
Recipient and our relationship: [Recipient]
What must be understood, even if it is unwelcome: [Core Message]
What I want to preserve: [Relationship Goal]

Rules:
- Say the hard part in the first three lines. No sandwiching.
- Be specific about facts, generous about intent.
- No blame language, no vague softeners that hide the message.
- Offer one concrete next step.
Give me two versions: firmer and warmer.

Make it yours

Improve your own version, or save it with your usual details filled in.

Improve with AI Save to my vault

Get the extension Learn to write your own

More business prompts

BusinessChatGPT, Claude, Gemini
Competitor teardown
Structured comparison that ends in decisions, not observations.
Fill it in and copy
BusinessChatGPT, Claude, Gemini
Plan a week that survives contact with reality
Priorities first, then a realistic schedule with slack in it.
Fill it in and copy
BusinessChatGPT, Claude, Gemini
Reply to an unhappy customer
Acknowledges the problem, fixes it, and avoids corporate non-apology.
Fill it in and copy
BusinessChatGPT, Claude, Gemini
Sanity-check a set of numbers
Checks assumptions and shows what breaks the plan.
Fill it in and copy

Fill in the blanks

Your prompt

Make it yours

More business prompts

Competitor teardown

Plan a week that survives contact with reality

Reply to an unhappy customer

Sanity-check a set of numbers