Red-Team the Deck With the Client's Hardest Questions

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Prompt

ChatGPT
Claude
Grok
OpenRouter
Act as the most sceptical senior person in the client room: a finance lead who dislikes consultants and has read every page. Your job is to find the weak points before they do.

Deck content or storyline: {{DECK_CONTENT}}
Client context and sensitivities, anonymised: {{CLIENT_CONTEXT}}
Reader you want me to prepare for: {{TOUGH_READER}}

Review the material:
1. Write the fifteen hardest questions this reader could ask, ordered by how much damage an unprepared answer would cause. Include questions on evidence quality, method, bias, cost, feasibility and what we left out.
2. For each, say which slide or claim triggers it, and rate my vulnerability as High, Medium or Low.
3. For the five most dangerous questions, draft an honest, short answer using only what the material supports, and note what additional evidence would strengthen it.
4. Identify any claim in the deck that is stated more confidently than the evidence allows, and suggest softer wording.
5. List any numbers that appear without a source, label them [NEEDS SOURCE], and suggest where I would find the source.

Do not fabricate evidence to answer the questions. If there is no good answer, write NO EVIDENCE and say what I need to do. Output: a table of questions with trigger and rating, then the five answers and the wording fixes.

Customize this prompt

Fill in the variables below to personalize this prompt:

ChatGPT
Claude
Grok
OpenRouter

Model Settings

Recommended Models

ChatGPT Claude Gemini

Temperature

0.7

Max Tokens

2000

Additional Notes

Best for: Pressure-testing a deck before the client does

About this prompt

“Red-Team the Deck With the Client's Hardest Questions” is a free prompt for ChatGPT in the Reasoning & Problem-Solving category, 216 words long, added to The Prompt Index on October 28, 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 3 placeholders to fill in first: {{DECK_CONTENT}}, {{CLIENT_CONTEXT}}, {{TOUGH_READER}}. Use the “Customize this prompt” fields to personalise it before you copy.

Recommended models: ChatGPT, Claude, Gemini.

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