In the pack: ChatGPT, Claude & Gemini Prompts for Executives and Leaders
Skip-Level Meeting Guide
Prompt
The person and their role: {{SKIP_LEVEL_PERSON}}
Their manager's role and my relationship with that manager: {{MANAGER_CONTEXT}}
Why I am holding the meeting: {{MEETING_PURPOSE}}
Time available in minutes: {{AVAILABLE_MINUTES}}
Topics I must avoid or handle carefully: {{SENSITIVE_TOPICS}}
Prepare:
1. An opening that puts them at ease and states clearly the purpose, how I will use what they say, and what I will not share without their consent. Do not promise confidentiality I may not be able to keep; explain the limits honestly.
2. Eight open questions about their work, the team, obstacles, learning and what they would change, ordered from easy to more candid.
3. Listening cues: what to do if they criticise their manager, raise something serious, or say very little.
4. A rule for what I do with concerns afterwards, including when I must act and when I should return the issue to their manager.
5. A short note for their manager that respects the person and does not betray what was said.
6. A thank-you message to the person of 50 words or fewer.
Keep notes brief and factual; remember they are personal data.
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About this prompt
“Skip-Level Meeting Guide” is a free prompt for ChatGPT in the Business category, 220 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 5 placeholders to fill in first:
{{SKIP_LEVEL_PERSON}}, {{MANAGER_CONTEXT}}, {{MEETING_PURPOSE}}, {{AVAILABLE_MINUTES}}, {{SENSITIVE_TOPICS}}.
Use the “Customize this prompt” fields to personalise it before you copy.
Recommended models: ChatGPT, Claude, Gemini.
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