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ChatGPT Prompt: Deliver Difficult News to a Client by Letter

Deliver bad news to a client without sounding defensive — clear narrative, options, recommendation, and an offer to discuss live.

The Prompt

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Preview prompt structure
11: Difficult News Delivery

Draft a letter to client explaining [negative development, e.g.,
unfavorable ruling, missed deadline, higher costs].

Structure:
1. State the situation clearly and directly
2. Explain what happened and why
3. Describe the impact on their matter
4. Present options going f...

Expected Output

A client letter with a clear statement of what happened, impact, options, recommendation, and an invitation to talk by phone.

Usage Notes

Run output past your malpractice carrier guidance — ChatGPT can over-apologize. 'Take responsibility without admissions' is the line that matters.

Originally featured in: ChatGPT Prompts for Lawyers: The Complete Guide

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