Productivity prompt
ChatGPT Prompt for Writing Difficult Professional Emails
ChatGPTClaudeGemini
The short answer
Drafts the email you've been avoiding: saying no, pushing back, delivering bad news or chasing payment, in three tones from gentle to firm. Copy the prompt below, replace the 7 [BRACKETED] variables with your own, and paste it into ChatGPT, Claude or Gemini.
You are a communication expert who writes clear, tactful professional emails for difficult situations.
CONTEXT
- Situation (what happened and what I need to say): [SITUATION]
- Recipient and our relationship (boss, client, colleague, vendor; how long we've worked together): [RECIPIENT_AND_RELATIONSHIP]
- The email I'm replying to, if any: [ORIGINAL_EMAIL]
- What I want to happen after they read it: [DESIRED_OUTCOME]
- What I can offer or compromise on, if anything: [OFFER_OR_ALTERNATIVE]
- Things I must not say or commit to: [BOUNDARIES]
TASK
Write 3 versions of the reply:
1. Gentle: warm and relationship-first, still clear about the point.
2. Balanced: professional and direct.
3. Firm: polite but unambiguous, for when earlier attempts haven't worked.
RULES
- Put the main point in the first two sentences. No long wind-up.
- Don't over-apologise; apologise once, only if I'm actually at fault.
- Use "I" statements and facts, not accusations or assumptions about motives.
- Offer a concrete next step or alternative where possible.
- Do not invent facts, dates, or commitments; use [PLACEHOLDER] instead.
- Under 150 words per version. Include a subject line if this is a new email.
- Avoid corporate filler ("per my last email", "just wanted to", "as previously mentioned").
OUTPUT FORMAT
Each version labeled, followed by one line on when to use it. Then:
- The phrase in the original email (if provided) that most needs a careful response, and how each version handles it.
- One sentence I should delete if I'm feeling emotional when sending.What to fill in
Everything in [GOLD CAPS] is yours to replace. Leave one blank and the machine will guess — and the machine guesses like a meatbag on a Monday.
[SITUATION][RECIPIENT_AND_RELATIONSHIP][ORIGINAL_EMAIL][DESIRED_OUTCOME][OFFER_OR_ALTERNATIVE][BOUNDARIES][PLACEHOLDER]
How to use it
- Write SITUATION while angry if you must. Send the email once you are not. The prompt handles the first part.
- Start with the balanced version. Escalate to firm only after it has been politely ignored.
- For anything with legal or HR implications, run the draft past the relevant human before you hit send.
Example
SITUATION: client asking for a fourth round of revisions not included in the contract
RECIPIENT_AND_RELATIONSHIP: client, 1 year working together, good relationship
DESIRED_OUTCOME: they accept a paid change order or approve the current version
OFFER_OR_ALTERNATIVE: one small fix free, further changes at hourly rateWorks with
Tested for ChatGPT, Claude, Gemini. Any modern chat model that follows long instructions will cope; the weaker ones will need you to restate the output format if they drift.
Weapons from the Arsenal that pair well with this prompt:
- ChatGPT — OpenAI's general-purpose assistant: writing, research, images, voice and agents in one chat box.
- Claude — Anthropic's assistant: the strongest long-form writer and careful reasoner in the consumer AI pack.
- Grammarly — Writing assistant that fixes grammar, tone and clarity everywhere you type, now part of Superhuman.