Devil's Advocate Skill

Apply the Devil's Advocate methodology to stress-test hypotheses, designs, and proposals through structured adversarial debate.

Overview

Devil's Advocate is a critical thinking technique that improves decision quality by:

1. •Systematically challenging assumptions and proposals
2. •Identifying weaknesses before implementation
3. •Refining ideas through structured debate
4. •Reaching more robust conclusions

This skill helps developers validate designs, proposals, and decisions using a structured Blue Team (propose/defend) vs Red Team (critique/challenge) approach.

Key Feature: In tmux mode, this skill can leverage Codex as the Red Team critic while Claude serves as the Blue Team advocate.

Comparison with Strong Inference

Prerequisites

• •The user has a proposal, design, or hypothesis to validate
• •Relevant context is available (code, docs, requirements)
• •For Codex collaboration mode: tmux session with Codex CLI available

Workflow Phases

Phase 1: Proposal Definition

When the user presents a proposal:

1. •

   Collect information:

   • •Design documents or specifications
   • •Related code and architecture
   • •Requirements and constraints
   • •Context on why this approach was chosen
2. •

   Clarify scope:

   • •What specific aspects need validation?
   • •What are the known constraints?
   • •What alternatives were considered?

Phase 2: Blue Team Presentation (Claude)

Present and defend the proposal:

• •Clear statement of what is being proposed
• •Rationale for why this approach was chosen
• •Benefits expected from implementation
• •Anticipated concerns and planned mitigations

Phase 3: Red Team Critique (Codex/Claude)

Challenge the proposal systematically:

• •Logical flaws in reasoning
• •Technical risks and implementation challenges
• •Edge cases not considered
• •Security, scalability, maintainability concerns
• •Alternative approaches that might be better

Concerns are categorized by severity:

• •Critical: Fundamental flaws that block approval
• •High: Significant issues requiring changes
• •Medium: Notable concerns to address
• •Low: Minor improvements or considerations

Phase 4: Defense and Refinement (Claude)

Respond to Red Team critique:

• •Address each concern with reasoning or changes
• •Acknowledge valid points that require modification
• •Present refined proposal incorporating feedback
• •Explain why certain concerns may not apply

Phase 5: Re-evaluation and Iteration

Red Team reassesses:

• •Acknowledge adequately addressed concerns
• •Identify remaining or new issues
• •Prioritize the most critical unresolved items
• •Continue until max rounds or consensus

Phase 6: Final Verdict

After all rounds, Red Team provides:

APPROVE: No critical issues, proposal is sound

• •Implementation can proceed as designed
• •Benefits clearly outweigh remaining risks

CONDITIONAL: Proceed with specific conditions

• •Implementation can proceed with changes
• •Specific conditions must be met
• •Follow-up actions may be required

REJECT: Fundamental issues require redesign

• •Critical flaws undermine the proposal
• •Alternative approaches should be considered
• •Re-submit after significant revision

Role Distribution

• •Default mode: codex (when in tmux with Codex available)
• •Fallback: claude-only (automatic when Codex unavailable)

Debate State File

Debate state is persisted to tmp/devils-advocate/<task-id>.md:

---
schema: devils-advocate/v1
task_id: abc123
created: 2026-02-03T12:00:00Z
proposal: "Add caching layer to API responses"
mode: codex
round: 2
max_rounds: 3
status: in_progress
verdict: pending
---

# Red Team Review: Add caching layer to API responses

## Overview

**Proposal:** Add caching layer to API responses
**Mode:** codex
**Max Rounds:** 3

## Debate Log

### Round 1

#### Blue Team (Claude)

**Position:**
We should add a Redis-based caching layer to reduce database load...

**Key Points:**
1. 80% of requests are read-only and cacheable
2. Expected 60% reduction in DB queries
3. TTL-based invalidation for simplicity

#### Red Team (Codex)

**Key Concerns:**
1. **[Severity: High]** Cache invalidation complexity
   - Issue: Write operations may leave stale data
   - Impact: Users see outdated information
   - Suggestion: Implement cache-aside with explicit invalidation

2. **[Severity: Medium]** Redis as single point of failure
   - Issue: Redis downtime affects entire API
   - Impact: Service degradation
   - Suggestion: Add fallback to direct DB queries

### Round 2

...

Safety Guards

The debate process includes:

• •Fair critique: Red Team should be constructive, not obstructive
• •Severity levels: Concerns are prioritized appropriately
• •Iteration limits: Default 3 rounds prevents endless debate
• •Evidence-based: Critique should cite specific concerns, not vague objections

Output Format

Progress Display

Devil's Advocate Review
=======================
Proposal: Add caching layer to API responses

Round 2 of 3
Status: Blue Team defending

Current concerns:
  [!] High: Cache invalidation complexity (Addressed)
  [?] Medium: Redis SPOF (Pending response)
  [X] Low: Documentation needs (Addressed)

Completion Report

Devil's Advocate Review Complete
================================
Proposal: Add caching layer to API responses

Verdict: CONDITIONAL

Summary:
The caching proposal is sound with modifications. Blue Team
adequately addressed invalidation concerns by switching to
cache-aside pattern. Redis SPOF concern requires fallback.

Conditions:
1. Implement fallback to direct DB queries when Redis unavailable
2. Add cache hit/miss metrics for monitoring

Remaining Risks:
- Cache stampede during cold start (Low)
- Memory pressure under high cardinality (Low)

Recommendations:
- Proceed with implementation
- Address conditions before production deployment
- Monitor closely during initial rollout

Invoking the Skill

Use the /devils-advocate command:

# Basic usage - stress-test a design
/devils-advocate Add a caching layer to reduce database load

# With mode selection
/devils-advocate --mode claude-only Should we migrate to microservices?

# With custom rounds
/devils-advocate --max-rounds 5 This authentication redesign

# Japanese
/devils-advocate この認証設計を批判的にレビューして

References

Detailed templates in references/:

• •critique-prompt.md - Template for Red Team critique generation
• •evaluation-criteria.md - Detailed verdict criteria