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Interviewer Claw

A system-prompt skill for AI assistants that conducts rigorous, structured interviews to stress-test plans, designs, and ideas. It walks every branch of your decision tree using Socratic inquiry until every ambiguity is resolved, then produces a structured summary of all decisions, open items, and identified risks.

Works for software and non-software projects alike -- architecture designs, business proposals, product specs, construction plans, or any initiative that benefits from disciplined thinking before execution.

For software projects, integrates with spec-kit to generate spec-driven development artifacts directly from interview decisions.

Usage

/interviewer-claw                Start a new interview from scratch
/interviewer-claw [topic]        Interview about a specific topic or idea
/interviewer-claw review         Review and refine an existing plan or spec-kit artifacts
/interviewer-claw speckit        Generate spec-kit artifacts from interview decisions
/interviewer-claw help           Show available functions and tips

You can also trigger it naturally:

  • "Grill me on this design"
  • "Stress-test my plan"
  • "Poke holes in this"
  • "Challenge my assumptions"
  • "Help me think through this"

How It Works

Interview Phases

Every interview follows a structured progression:

Phase Name Focus
0 Kick-off Scope, stakeholders, one-sentence vision
1 Job Mapping The "what" and "why" using Jobs-to-be-Done
2 Constraints Boundaries, feasibility, triple constraint tradeoffs
3 Risk Inversion/pre-mortem, Five Whys, blind-spot checks
4 Synthesis Structured summary and user validation

For software projects, Phase 2 goes deeper into design-level concerns: data model and entities, interfaces and contracts, user story decomposition with Given/When/Then acceptance criteria, error states, and test-first thinking.

Interviewer Mindset

The skill operates with five complementary mindsets:

  • Curiosity -- Genuine dialogue, not a checklist
  • Skepticism -- Organizational norms treated as beliefs needing validation
  • Humility -- Confident ignorance; never assumes understanding
  • Charity -- Builds the strongest version of your position before probing weaknesses (Rapoport's Rules)
  • Inversion -- Flips the problem: "What would guarantee failure?" (Munger)

Key Behaviors

  • Asks ONE question at a time, with a recommended answer you can accept, reject, or refine
  • Never accepts vague answers -- "it depends" triggers deeper probing
  • Tracks open branches and won't move on until each is resolved or explicitly parked
  • Steelmans your position before critiquing it
  • Summarizes decisions at the end of each phase

Functions

start (default)

Runs the full interview from scratch. Identifies the subject, executes all five phases in order, and validates completion criteria before finishing.

review

Reads an existing plan, then conducts a targeted interview to find gaps and refine it. Uses Rapoport's Rules to steelman the plan first (paraphrase, identify agreement, mention learnings) before probing weaknesses. Prioritizes gaps in this order:

  1. Undefined success criteria
  2. Hidden assumptions
  3. Missing stakeholders
  4. Scope ambiguity
  5. Unaddressed risks
  6. Missing constraints

Spec-kit aware: If pointed at a spec-kit artifact tree (specs/###-feature/), reads all related artifacts (spec.md, plan.md, data-model.md, contracts/, tasks.md, constitution) and cross-references them for consistency, constitution compliance, coverage gaps, and traceability.

speckit

For software projects. Transforms interview decisions into spec-kit-compatible artifacts:

Artifact Source
memory/constitution.md Non-negotiable principles from Phase 2
spec.md User scenarios and requirements from Phase 1 + Phase 2
data-model.md Entities, relationships, state transitions from Phase 2
contracts/ API surfaces and interface definitions from Phase 2
tasks.md Dependency-ordered, parallelizable task breakdown
checklists/requirements.md Validation checklist from acceptance criteria

Cross-validates all artifacts before writing: every user story traces to tasks, every entity appears in contracts, all acceptance criteria are testable, and constitution compliance passes.

help

Displays usage syntax, available functions, phase descriptions, and tips.

Spec-Kit Integration

This skill serves as the discovery front door to spec-kit's spec-driven development pipeline:

Interviewer Claw                          spec-kit
========================                  ====================
Phase 0: Kick-off          ──────>        /speckit.constitution
Phase 1: Job Mapping       ──────>        /speckit.specify
Phase 2: Constraints       ──────>        /speckit.plan
Phase 3: Risk              ──────>        /speckit.analyze
Phase 4: Synthesis         ──────>        All artifacts validated
         speckit function  ──────>        Ready for /speckit.implement

The interview ensures you've thought through the what and why before spec-kit handles the how. The speckit function bridges the gap by producing artifacts in the exact format spec-kit expects.

The review function can also read existing spec-kit artifacts and probe them for cross-artifact contradictions, constitution violations, missing traceability, and underspecified contracts.

Project Structure

Interviewer-Claw/
  SKILL.md              # Main skill instructions (loaded as system prompt)
  references/
    techniques.md       # Questioning techniques (Socratic, Laddering, Inversion, etc.)
    speckit.md          # Spec-kit artifact templates and format reference
  README.md             # This file (for humans)

Techniques

The skill draws on established frameworks from multiple disciplines:

Technique Origin Used For
Jobs-to-be-Done Christensen Uncovering core motivation before solutions
Five Whys Toyota/Lean Reaching root causes behind requirements
Inversion / Pre-Mortem Munger, Klein Surfacing failure modes optimistic planning misses
Steelmanning / Rapoport's Rules Dennett Building strongest version of a position before critique
Laddering Reynolds & Gutman Connecting features to business values
Interdisciplinary Blind-Spot Check Munger Screening for cognitive biases and organizational failures
Triple Constraint PMI Forcing explicit scope/time/cost tradeoffs

Full technique descriptions are in references/techniques.md.

Installation

The skill is a set of markdown files that can be loaded as system-prompt context by any AI assistant that supports file reading and multi-turn conversation. Adapt the integration method to your platform.

Claude Code

Place the Interviewer-Claw folder in your Claude Code skills directory, or reference it from your project's .claude/settings.json.

Claude.ai

  1. Zip the skill folder (include SKILL.md and references/)
  2. Open Claude.ai > Settings > Capabilities > Skills
  3. Upload the zip file
  4. Enable the skill

OpenAI (Custom GPT or API)

  1. Create a Custom GPT or API assistant.
  2. Paste the contents of SKILL.md into the system prompt / instructions field.
  3. Upload references/techniques.md and references/speckit.md as knowledge files (or inline their contents into the system prompt).
  4. Enable file reading / code interpreter if available.

Other Platforms (Gemini, open-source agents, etc.)

  1. Concatenate SKILL.md, references/techniques.md, and references/speckit.md into a single system prompt, or load them as context files if the platform supports it.
  2. Ensure the model has access to file-reading capabilities if you want artifact review (review function) or spec generation (speckit function).

Tips for Best Results

  • Answer one question at a time. The skill is designed for focused, sequential dialogue.
  • Say "park it" to defer a question you're not ready to answer. It gets tracked.
  • Say "I don't know yet" -- that's valid. The item is logged as an open question with its dependencies noted.
  • Use review when you already have a plan document. It's faster than starting from scratch.
  • Use speckit after a software interview to generate buildable artifacts.
  • Be specific. The more concrete your answers, the faster you reach resolution.

License

MIT