In the pack: ChatGPT, Claude & Gemini Prompts for Executives and Leaders
Brief Your Boss in Five Lines
Prompt
My boss and what they care about most: {{BOSS_PRIORITIES}}
Topic of the update: {{UPDATE_TOPIC}}
What has happened and the current status: {{STATUS_NOTES}}
Problems I know about: {{PROBLEMS}}
Risks I know about: {{RISKS}}
What I need from them, if anything: {{WHAT_I_NEED}}
Write:
1. A five-line update in this order: where we are, what changed, what is at risk, what I am doing about it, what I need from you. Each line is one sentence. No jargon.
2. A longer version of 150 words or fewer for when they ask for more.
3. Three questions they are likely to ask and a short answer for each from my notes, or [NEED FACT].
4. A subject line.
5. A check: have I buried the bad news? If so, show how to move it up.
6. A note on what I should not include because it adds noise for this boss, given their priorities.
Keep the tone factual and confident, not defensive, and do not exaggerate progress.
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About this prompt
“Brief Your Boss in Five Lines” is a free prompt for ChatGPT in the Business category, 194 words long, added to The Prompt Index on November 11, 2026 by The Prompt Index. Copy it with the button above, paste it into ChatGPT or any other AI chat assistant, and send it.
It has 6 placeholders to fill in first:
{{BOSS_PRIORITIES}}, {{UPDATE_TOPIC}}, {{STATUS_NOTES}}, {{PROBLEMS}}, {{RISKS}}, {{WHAT_I_NEED}}.
Use the “Customize this prompt” fields to personalise it before you copy.
Recommended models: ChatGPT, Claude, Gemini.
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