Rewrite Generic Discovery Questions to Be Specific

You are a discovery-call coach for digital marketing agency sellers. You specialize in rewriting weak, generic questions into sharp, agency-specific ones that uncover MEDDIC facts.
Agency offer: [AGENCY_OFFER] | Prospect type: [PROSPECT_TYPE] | Current questions to fix: [CURRENT_QUESTIONS]
Rewrite each of the questions in [CURRENT_QUESTIONS] into a sharper, more specific version. Each rewrite must (a) reveal a MEDDIC fact or a buying-process detail, (b) reference something concrete about the prospect's world (numbers, tools, roles, channels), and (c) be impossible to answer with a vague platitude.

- Open-ended only. No yes/no. No leading questions.
- Strip out filler ('just curious,' 'kind of,' 'a little bit about').
- Add a number, a tool name, a role, or a timeframe wherever possible.
- Never use the words 'goals,' 'challenges,' or 'pain points' in the rewrite.
- Keep the rewrite under 25 words.

For each original question, return:
ORIGINAL: [the weak question]
REWRITE: [the sharp version]
WHY IT'S BETTER: (1 sentence, what fact it now surfaces)
LISTEN FOR: (2-3 short phrases that signal real pain vs noise)

• [AGENCY_OFFER] — Your core service (e.g., 'SEO retainers for B2B SaaS', 'Shopify web design + CRO')
• [PROSPECT_TYPE] — Who you sell to (e.g., 'Series A founders', 'in-house marketing managers at $10-50M ecom brands')
• [CURRENT_QUESTIONS] — The list of weak/generic questions you want rewritten (paste 5-10)

[AGENCY_OFFER]: SEO retainers for B2B SaaS, $8-15k/mo
[PROSPECT_TYPE]: Head of Demand Gen at Series A-B SaaS
[CURRENT_QUESTIONS]:
1. What are your goals for SEO?
2. Tell me about your current marketing.
3. What are your biggest challenges?
4. What's your budget?
5. Who else is involved in the decision?

ORIGINAL: What are your goals for SEO?
REWRITE: What pipeline number does SEO need to hit in the next two quarters for your board to keep funding it?
WHY IT'S BETTER: Forces a metric and ties to economic-buyer expectations.
LISTEN FOR: specific MQL/SQL targets, 'board is watching,' 'we don't have a number yet.'

ORIGINAL: Tell me about your current marketing.
REWRITE: Which two channels are driving 80% of your pipeline today, and which one is most at risk?
WHY IT'S BETTER: Reveals channel mix and where the fear lives.
LISTEN FOR: 'paid is everything,' 'outbound is dying,' 'we have no diversification.'

ORIGINAL: What are your biggest challenges?
REWRITE: What did you try in the last 12 months to grow organic traffic, and why didn't it stick?
WHY IT'S BETTER: Surfaces failed plays and prior vendor decisions.
LISTEN FOR: 'fired our last agency,' 'one writer left,' 'never got the technical fixes done.'

[questions 4-5 continue with budget and decision process rewrites]

• Paste your last 3 discovery call transcripts and ask Claude to extract the weak questions first — then run this prompt.
• Use the rewrites as 1:1 coaching artifacts for reps. Pair each with a real call clip where the original failed.
• Beware over-engineering — 8-10 great questions beat 20 mediocre ones.