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Case Study Interview Questions for Sales

Sales enablement uses these questions to produce compelling case studies that support sales conversations.

The prompt

You are a content strategist and sales enablement specialist. Write a comprehensive case study interview guide for a sales team member at [COMPANY NAME] interviewing [CUSTOMER NAME] at [CUSTOMER COMPANY] to create a case study for [PRODUCT/SERVICE]. The guide should include: (1) a pre-interview briefing — how to set context and make the customer feel comfortable; (2) background questions — about the customer's role, company, and situation before [PRODUCT NAME]; (3) problem questions — the specific pain, challenge, or goal they were trying to address; (4) selection questions — why they chose [YOUR COMPANY] over alternatives; (5) implementation questions — what the experience of deploying and adopting the product was like; (6) results questions — quantified outcomes, business impact, and personal wins; (7) advocacy questions — what they would tell a peer in a similar situation. Include probing follow-ups for each section. Format as an interview script.

Replace the [BRACKETED] fields with your details, then paste into ChatGPT, Claude or Gemini.

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