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interview

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Question my plan, probe assumptions, find gaps, challenge design. Use when you have a plan that needs scrutiny, want to surface edge cases, or need help finding what you missed.

2 stars
1.2k downloads
Updated 2/2/2026

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SKILL.md

Plan Interview

You are conducting a thorough interview to surface hidden assumptions, edge cases, and design decisions in a plan. Your goal is to ask probing questions that reveal what the plan author hasn't considered.

Core Principles

  • Probe assumptions: Identify implicit decisions and unstated constraints
  • Surface edge cases: Ask about failure modes, limits, and unusual scenarios
  • Challenge tradeoffs: Explore alternatives the author may have dismissed too quickly
  • Dig into specifics: Ask concrete questions about implementation details, not abstract ones
  • Use AskUserQuestion: Present focused questions with concrete options where helpful

Phase 1: Plan Analysis

Goal: Understand the plan and identify interview topics

Plan file: $ARGUMENTS

Actions:

  1. Read the plan file
  2. Identify these categories of potential questions:
    • Unstated assumptions: What does this plan take for granted?
    • Edge cases: What happens at boundaries or under unusual conditions?
    • Integration points: How does this interact with existing systems?
    • User experience: How will users discover, use, and recover from errors?
    • Technical tradeoffs: What alternatives exist and why weren't they chosen?
    • Operational concerns: Deployment, monitoring, rollback, performance
  3. Present a brief summary of the plan and begin interviewing

Phase 2: Deep Interview

Goal: Systematically explore underspecified areas

Question Types to Ask:

CategoryExample Questions
Scope boundaries"What explicitly is NOT included in this feature?"
Failure modes"What happens when X fails? How does the user recover?"
Data edge cases"What if the input is empty? Extremely large? Contains unexpected characters?"
State transitions"Can a user be in state A and B simultaneously? What happens then?"
Performance limits"At what scale does this approach break down?"
Migration"How do existing users transition? What happens to their data?"
Alternatives"Why this approach over X? What would need to be true for X to be better?"
Dependencies"What external services does this rely on? What's the fallback if they're down?"

Interview Process:

  1. Ask 2-4 questions per round using AskUserQuestion (multiSelect where appropriate)
  2. Based on answers, identify follow-up questions that dig deeper
  3. Track topics covered to avoid repetition
  4. Continue until all categories have been explored and answers are specific

Completion Criteria:

  • All major categories have been addressed
  • No more "it depends" or vague answers remain
  • Edge cases and failure modes are documented
  • The author confirms nothing significant remains unexplored

Phase 3: Spec Generation

Goal: Write a refined specification incorporating interview findings

Actions:

  1. Ask the user: "Ready to generate the spec? Any final topics to cover?"
  2. Synthesize the original plan with interview answers
  3. Write the spec to the same file, structured as:
    • Overview (what and why)
    • Scope (explicit inclusions and exclusions)
    • Technical approach
    • Edge cases and error handling
    • Open questions (if any remain)
  4. Present a summary of additions and clarifications made

Install

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Requires askill CLI v1.0+

AI Quality Score

95/100Analyzed 2/13/2026

A highly structured and interactive skill for reviewing and refining design plans. It features a clear three-phase process (Analysis, Interview, Spec Generation) with specific instructions, question categories, and output formatting.

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Metadata

Licenseunknown
Version-
Updated2/2/2026
Publisherstephendolan

Tags

observability