Prepare for tough investor questions in pitch meetings
A question bank with sharp, honest answers and the weak spots to fix before your investor meetings.
The prompt
Help me prepare for the hard questions investors will ask in my pitch meetings.
Pitch deck or summary: [PASTE]
Traction and key metrics: [DETAILS with dates]
Market and competitors: [WHAT I KNOW]
Known weak spots: [e.g. "single founder", "one big customer", "no revenue yet"]
Round details: [AMOUNT, instrument, terms so far]
Previous step (optional): [PASTE replies from investors so far, so prep targets what they've asked]
Do this:
1. List 25 likely questions grouped by theme: problem and market, product, traction, business model and unit economics, competition, team, go-to-market, the round and use of funds, and risks.
2. For the 10 hardest, draft a strong answer (under 60 words), using only my facts - write [NEED DATA] where I don't have the evidence yet.
3. Point out where my answers or deck are weakest and what would strengthen them before meetings.
4. Give me answers for awkward moments: "what valuation are you raising at?", "who else is in?", "why now?", and "what if a big company copies you?"
5. Run a short mock: ask me 5 questions one at a time, wait for my answer, and give direct feedback on clarity, evidence, and length before moving on.
6. Add a post-meeting debrief template: questions asked, concerns, follow-ups promised, next step.
Be honest - telling me an answer is weak now is more useful than encouragement.
Highlighted [brackets] are blanks to replace with your own details.
Fill in the blanks and use this promptMore Presentations & Public Speaking prompts
What to fill in
- PASTE
- DETAILS with dates
- WHAT I KNOW
- e.g. "single founder", "one big customer", "no revenue yet"
- AMOUNT, instrument, terms so far
- NEED DATA
How this prompt is built
This prompt follows the RTF structure (Role, Task, Format). RTF tells the model who to be, what to do and what shape the answer should take. It is the quickest structure that still gives noticeably better results than a bare request.
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