
High-Income Business Writing Podcast #392: Your Core Advantage in the Age of AI Is Knowing What Questions Deserve to Be Asked
27 snips
Mar 11, 2026 A practical blueprint for writers to future-proof their value as AI advances. Short tests for which questions actually uncover stakes, tension, specificity, and transformation. Real project examples show how one well-placed question can change a story’s direction. Tips for proving questioning skill to clients and using AI without surrendering judgment.
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Reveal Stakes To Create Tension
- Surface what's truly at stake to create tension and reader engagement.
- Swap "Why did you start this business?" for "What were you risking if this didn't work?" to reveal real consequences.
Press Into Contradictions To Find Story
- Expose contradictions and trade-offs to surface rich narrative tension.
- Ask about moments when success felt like failure or when doing right required breaking a promise to find the story's emotional core.
Force Specific Scenes And Details
- Force specificity with sensory details, names, scenes, and dialogue rather than generic prompts.
- Replace "Tell me about a challenging project" with "Walk me through the exact moment you realized the project was in trouble."
