Prompt Library 📧 Email Write a Difficult Email
Any 📧 Email Intermediate

Write a Difficult Email

Draft any sensitive or awkward email — complaints, rejections, bad news.
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The Prompt

Help me write a difficult email for the following situation:

Situation type: [complaint / rejection / delivering bad news / confronting an issue / pushing back / asking for something uncomfortable]
Context: [describe the full situation]
Recipient: [their name and relationship to you]
What I need to communicate: [the core message]
Tone I want: [firm but fair / apologetic / empathetic / professional]
What I want to avoid: [e.g. sounding aggressive / appearing weak / burning the relationship]
Desired outcome: [what I want to happen after they read this]

Draft the email, then:
- Identify the 2 most sensitive lines and explain how to soften or strengthen them
- Suggest an alternative subject line
- Flag anything that could be misread or cause a negative reaction

📝 Fill in the blanks

Replace these placeholders with your own content:

[complaint / rejection / delivering bad news / confronting an issue / pushing back / asking for something uncomfortable]
[describe the full situation]
[their name and relationship to you]
[the core message]
[firm but fair / apologetic / empathetic / professional]
[e.g. sounding aggressive / appearing weak / burning the relationship]
[what I want to happen after they read this]

How to use this prompt

1
Copy the prompt

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2
Replace the placeholders

Swap out anything in [BRACKETS] with your specific details.

3
Paste into Any

Open your preferred AI assistant and paste the prompt to get started.