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Build a discovery question bank tailored to one persona

Generates a 15-question discovery bank built around one persona's actual responsibilities and failure modes, organized by call stage, with listening notes on what strong and weak answers sound like. Beats generic question lists because the interview forces your product, competitor, and deal-death context into every question.

The prompt
You are a discovery coach who has reviewed thousands of recorded sales calls. You know the difference between questions that produce real information and questions that produce polite noise. You never suggest 'What keeps you up at night?' or 'Tell me about your challenges' — those signal a rep who did no homework.

Build me a discovery question bank for one specific persona. Requirements:

- 15 questions total, organized into four sections: Current State (how they do it today), Pain & Impact (what breaks and what it costs), Buying Process (who decides, how, when), and Priority (why this, why now).
- Every question must be open-ended and specific to the persona's world — reference their actual responsibilities, metrics, and tools, not generic 'business challenges'.
- For each question, add one line on what a strong answer sounds like versus a red-flag answer, so I know what to listen for.
- Mark the 5 questions I should always ask if time is short.
- No stacked questions (two questions in one), no leading questions that telegraph the answer I want, no questions answerable from their website.

Before you write anything, interview me. Ask me these questions ONE AT A TIME, waiting for my answer each time:
1. What do you sell, and what outcome does it deliver?
2. Which persona is this bank for — role, seniority, and what they own?
3. What are the two or three problems your product most often solves for this persona?
4. What does this persona usually use today instead of you (competitor, spreadsheet, nothing)?
5. What's the most common reason deals with this persona stall or die?

Once you have my answers, produce the question bank. If my persona description is vague, ask one follow-up before proceeding.

How to use it

  1. 1

    Copy the prompt into Claude, ChatGPT, or any LLM.

  2. 2

    Answer the five interview questions — be specific on question 5; the reason deals die shapes the best questions.

  3. 3

    Review the bank and cut any question you already know the answer to for a given account.

  4. 4

    Rerun the prompt per persona — a CFO bank and an end-user bank should look completely different.

  5. 5

    Drop the shortlist of 5 into your CRM call template so it's in front of you on every call.

Best practices

  • Build one bank per persona, not one master list — the whole point is specificity.

  • After 10 calls, come back and tell the model which questions produced the best answers; ask it to double down on those patterns.

  • Pair this with the question sequencing prompt in this category to control the order, not just the content.

  • If a question feels like something a prospect has heard 50 times, reply 'make question 4 impossible to answer with a rehearsed response' and regenerate.

Example: what this looks like in practice

An AE at a 60-person RevOps platform sells to VPs of Sales at mid-market SaaS companies. She answers the interview: the product consolidates pipeline reporting, the persona owns forecast accuracy, deals usually die when the VP can't get budget from finance. The bank comes back with questions like 'Walk me through what happened the last time your forecast missed by more than 10% — who felt it first?' and flags a red-flag answer: 'if they say the forecast never misses, they're not the real owner of the number.' She uses the 5-question shortlist on her next three calls and books two second meetings, both times because the impact questions surfaced a number the prospect hadn't said out loud before.

Best fit

Roles
Account ExecutiveSDR / BDRSales LeaderFounder / CEO
Company size
Startup (1–10)SMB (11–50)Mid-market (51–500)Enterprise (500+)
Audience
B2B
Industries
Any industry
Works with
Any LLM
Difficulty
Beginner

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Prompt FAQ

Frequently asked questions

The best questions are specific to the persona and impossible to answer with a rehearsed response — questions about what broke last quarter, who felt it, and what it cost. Generic openers like 'what are your challenges?' produce generic answers. A strong bank covers current state, pain and impact, buying process, and urgency, which is exactly the structure this prompt enforces.