AI Resources

10 Marketing Prompts That Make AI Challenge Your Ideas

Stop getting flattery from AI. These ten fill-in-the-blank prompts make ChatGPT or Claude find the real customer pain, attack your positioning and expose weak offers.

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Oct 27, 2026
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Most people ask AI to agree with their marketing. These prompts do the opposite. Replace the [BRACKETS] and paste.

1. Dig to the real pain

My customer's problem is [PROBLEM]. Ask "so what does that cost them?" five times in a row, showing each layer. Turn the deepest layer into 5 ad angles.

2. Stress-test positioning

Here's how I describe my business: [POSITIONING]. Respond as a sceptical competitor. Where is it vague, unbelievable or easy to copy? Give 5 sharper versions.

3. One big idea

My offer: [OFFER]. Give me 10 ideas that would make the ideal customer think "I never saw it that way." Explain why each could work.

4. Make a boring topic interesting

Industry: [INDUSTRY]. Topic: [TOPIC]. Give 20 surprising angles using money, mistakes, risk, comparisons, stories and trends.

5. Offer teardown

Analyse this offer: [OFFER]. Rate the promise, audience fit, proof, risk, price and friction from 1–10, and tell me how to fix the lowest scores.

6. Belief-based email sequence

My offer is [OFFER]. List the beliefs a buyer must hold before purchasing, then write a 5-email sequence — one belief per email.

7. Competitor white space

Competitors: [LIST]. What customer needs, objections or use cases does none of them own? Turn the biggest gaps into positioning ideas.

8. Find the real bottleneck

My numbers: [TRAFFIC, LEADS, SALES, PRICE]. Don't list 20 problems. Name the 3 most likely bottlenecks, the evidence for each, and what to test first.

9. Make AI disagree

Try to disprove this marketing idea: [IDEA]. List weak assumptions, missing evidence, likely objections and reasons it could fail. Then tell me what to test.

10. The uncomfortable truth

Here's my marketing: [PASTE]. Tell me 10 things a blunt senior marketer would say that I don't want to hear. Separate opinion from evidence and give one fix each.