itseffi Challenging Stakeholder Questions
Generate probing questions that pressure-test a proposal.
Instructions
Step 1: Parse context
- Use goal/context and stakeholder details.
- State assumptions if details are missing.
Step 2: Generate question set
- Produce at least 20 non-redundant questions.
- Cover: financials, resources, timeline, risks, market, competition, feasibility, UX, ethics, sustainability, team capability, performance history, strategic alignment, compliance, scalability.
Step 3: Check quality
- Remove generic and repetitive questions.
- Ensure each question ties to provided context.
Output
- Numbered question list (20+)
When to Use
Use this skill when the task directly matches the workflow described above.
When Not to Use
Do not use this skill when the request is unrelated, low-stakes, or better handled by a simpler direct response.