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I used to think story prompts were for lazy people…
I used to think writing prompts were for lazy people. Or incompetent people. Or morons.
Then one day a podcast guest seemed at a loss for what to say next. I realized that business storytelling needs different prompts than personal writing.
“Tell me about your biggest failure” makes people clam up in a business context. But ask “What’s the strangest question a client ever asked you?” and watch them light up with the perfect story.
But here’s the catch.
Most prompts are designed for sharing personal trauma or childhood memories. Great for therapy, terrible for business.
Business stories aren’t about your deepest trauma or most vulnerable moments. They’re about that client who fired you then begged to come back. Or the mistake that led to your best-selling product.
So I created 30 prompts specifically for business stories — questions that reveal your expertise, showcase your problem-solving skills, and highlight your unique approach without feeling like a therapy session.
Like: “What’s a time you broke your own rules and it paid off?” Or: “What did a client misunderstand about your work that taught you something?”
No more generic “about me” stories. These prompts uncover the experiences that actually connect with clients and customers. For each prompt you’ll get “when to use” suggestions and specific examples.
Download all 30 business story prompts here at this link.
I am a storyteller, copywriter, and strategist. Visit my website at https://cathygoodwin.com