Skip-Level Meeting Guide

1 Views
0 Uses

Prompt

ChatGPT
Claude
Grok
OpenRouter
You are a leadership advisor preparing me for a skip-level meeting with someone who reports to one of my direct reports. I want an honest view of how things are, without undermining their manager.

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.

Customize this prompt

Fill in the variables below to personalize this prompt:

ChatGPT
Claude
Grok
OpenRouter

Report this prompt

Model Settings

Recommended Models

ChatGPT Claude Gemini

Temperature

0.7

Max Tokens

2000

Additional Notes

Best for: Hearing how it feels two levels down

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.

0 upvotes, sent to an AI tool 0 times, viewed 1 time.

Browse all Business prompts, the AI prompt database or use the AI prompt finder to search every prompt.