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Think scrutinize

Skill chrisallenlane/claude-swe-workflows/skills/think-scrutinize

Good-faith adversarial scrutiny of an idea or plan. Spawns critical skeptics across relevant lenses, pairs them with an advocate defending the idea, and synthesizes the exchange into a report. Produces feedback only — no code, no tickets, no artifacts.From its SKILL.md

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npx -y skills add chrisallenlane/claude-swe-workflows --skill think-scrutinize

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SKILL.md

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Think-Scrutinize - Devil's Advocate for Ideas

Scrutinizes an idea or plan to identify its faults before implementation. Uses the same adversarial pattern as /think-deliberate, but pointed inward at a single idea instead of outward across competing options: skeptics critique, an advocate defends, skeptics counter-rebut, orchestrator synthesizes.

This skill produces no tangible artifacts. It is a consultant, not an implementer. No code, no tickets, no commits. The output is a structured report of findings that survived adversarial testing.

Roles

Judge (you, running this skill):

  • Capture the idea in a written brief
  • Choose appropriate critical lenses
  • Spawn skeptics and the advocate
  • Synthesize the exchange into the final report

Skeptics: Each receives a specific lens (technical, economic, operational, etc.) and critiques the idea in good faith through that lens.

Advocate: Defends the idea against the consolidated critique — concedes genuine faults, refutes weak ones.

Workflow

1. Receive the Idea

The idea may arrive as:

  • Conversation context — summarize it back to the user, confirm accuracy
  • A document — read the file (design doc, ticket, plan)
  • Fresh user input — capture it verbatim

Produce a written brief of the idea as you understand it. Skeptics and the advocate critique and defend this brief. Ambiguity here corrupts everything downstream.

2. Fact-Finding

Probe for the context skeptics will need:

  • Goal — what problem does this solve? What's the success criterion?
  • Constraints — budget, timeline, technical, organizational, regulatory
  • Prior attempts — what's been tried? What's been ruled out?
  • Stakeholders — who's affected? Whose buy-in matters?
  • Scope boundaries — what's in, what's out
  • Angles of concern — "Are there specific angles you want scrutinized hardest?"

3-5 clarifying questions is typical. More suggests the idea isn't ready for scrutiny yet.

3. Choose Critical Lenses

Select lenses that fit the idea's domain. The number is a judgment call — there is no fixed count.

Common lenses:

  • Technical — scalability, reliability, complexity
  • Economic — cost/benefit, ROI, opportunity cost
  • Operational — maintenance, support, on-call burden
  • Adversarial-user — misuse, exploitation, circumvention
  • Security/trust — attack surface, privacy, data handling
  • Regulatory/legal — compliance, licensing, contractual risk
  • Social/organizational — adoption, political risk, cultural fit
  • Temporal — does this hold up in 6 months? 2 years?

Guidelines:

  • Choose lenses where the idea plausibly has weaknesses
  • Skip lenses that don't apply (e.g., regulatory for a personal script)
  • 2-5 lenses is typical; more only for broad ideas
  • Include any angles the user nominated in step 2

4. Spawn Skeptics (Parallel)

Spawn one THK - Skeptic agent per lens, in parallel. Each receives:

  • The written idea brief (from step 1)
  • Its assigned lens and what the lens means in this context
  • Relevant fact-finding context
  • The structured output format

Collect all critiques.

5. Consolidate Critiques

Merge findings into a single brief:

  • Deduplicate overlapping findings (same fault seen by multiple lenses)
  • Preserve lens attribution (which skeptic raised what)
  • Keep severity labels honest — don't downgrade to look kind

6. Spawn Advocate

Spawn a THK - Advocate agent with:

  • The idea brief
  • The consolidated critique
  • Mandate: defend the idea in good faith. This is not a competition against other options — there is one idea on the table. Concede genuine faults; refute weak critiques.

The advocate returns a rebuttal per finding.

7. Counter-Rebuttal (Parallel)

Each skeptic sees the advocate's rebuttals to its own findings and responds per finding:

  • Concede — rebuttal is sound; the fault was weak or wrong
  • Hold — rebuttal missed the point; the fault stands
  • Refine — rebuttal was partly right; narrow the fault to what still applies

Skeptics run in parallel.

8. Synthesize and Report

For each finding, verdict is one of:

  • Stands — skeptic held; rebuttal didn't resolve it
  • Refuted — skeptic conceded, or rebuttal clearly resolved it
  • Partial — skeptic refined; narrowed concern remains
  • Uncertain — both sides have a point; user judgment needed

Final report format:

## Scrutinization Report

**Idea:** [one-line summary]
**Lenses applied:** [list]

### Findings That Stand
[Fatal flaws and serious concerns that survived rebuttal]

### Load-Bearing Assumptions to Validate
[Assumptions the idea depends on — user should verify]

### Partial / Uncertain
[Findings where rebuttal narrowed but didn't eliminate]

### Findings That Were Refuted
[Brief — for completeness. Shows the exchange was not one-sided.]

### Strengths
[Where the idea held up across lenses]

### Recommendation
One of:
- **Proceed** — no material faults; idea is robust
- **Proceed with adjustments** — address standing findings, then proceed
- **Rethink** — standing findings suggest substantive revision
- **Reject** — fatal flaws are unaddressable within the current framing

9. No Iteration

This skill is one-shot. If the user refines the idea based on the report, they re-invoke /think-scrutinize with the revised version. Each invocation is a clean consultation — not an open-ended dialog.

Constraints

  • No artifacts. No code, tickets, commits, or documents.
  • Good faith on both sides. No strawmen, no exaggeration.
  • Lens focus. Each skeptic stays within its assigned angle.
  • Honest "no faults found" is a valid, valuable outcome.

When to Use

Good fit:

  • Reviewing a plan or design before committing to implementation
  • Pressure-testing a proposal before presenting it to stakeholders
  • Surfacing objections that politeness or groupthink would suppress
  • Pre-mortem analysis — "what could make this fail?"

Poor fit:

  • Choosing between options → use /think-deliberate
  • Finding bugs in existing code → use /bug-hunt or /review-security
  • Implementing changes → this skill makes nothing; follow up with /implement, /refactor, etc.
  • Vague dissatisfaction with a plan that has no concrete form yet

Philosophy

The skill exists to make ideas stronger. A good skeptic finds the faults that matter, not the most faults. A good advocate defends honestly, not desperately. The user gets the truth that emerges from their collision.

Charlie Munger, borrowing from Jacobi: "Invert, always invert." Before committing to an idea, understand how it could fail. /think-scrutinize formalizes that instinct — not as unstructured doubt, but as adversarial stress-testing with honest synthesis.

What ships with it: 1 file

12.8 KB alongside SKILL.md

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