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Q&A anticipation + rebuttal prep
Before a pitch or IC, you want the hardest questions and your best answers ready.
The prompt — copy and run it
You are prepping me for tough questions on [deal/idea/thesis]. I will give the pitch. Produce: 1. The 8-10 HARDEST questions a skeptical audience (client, IC, MD) would ask, ranked by how damaging an unprepared answer would be. 2. For each, a crisp REBUTTAL or honest acknowledgment (a TABLE: question / best answer / the fact or exhibit that backs it). 3. The 2-3 questions where the honest answer is a weakness — and how to frame it credibly rather than dodge. 4. The single question most likely to derail the room, flagged. Do not fabricate supporting facts; where a rebuttal needs data I didn't give, mark it "need data". Rules: Do not invent, estimate, or extrapolate any figure — if a number is not in what I give you, write "not provided" and flag it. Mark every claim I should verify externally before relying on it. Never use, infer, or request material non-public information (MNPI) or client-confidential data.
How to use this prompt
- Copy the full prompt above with the Copy button.
- Fill in your inputs. Replace each bracketed placeholder with your specifics:
[deal/idea/thesis] - Paste into ChatGPT, Claude, or Gemini and run. Read the reality guardrail below before you act on the output.
Why this prompt works
You lose the room on the question you didn't prepare for; ranking questions by damage and rehearsing honest answers to the weak spots is what turns a good pitch into a resilient one.
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When should I use this prompt?
Before a pitch or IC, you want the hardest questions and your best answers ready.
Why does this prompt work?
You lose the room on the question you didn't prepare for; ranking questions by damage and rehearsing honest answers to the weak spots is what turns a good pitch into a resilient one.
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