Structured thinking toolkit combining Critical Evaluation, Diverge-Converge Brainstorming, and Deep Questioning frameworks for creative problem-solving and rigorous analysis. Use when generating ideas, evaluating proposals, questioning assumptions, or exploring solution spaces systematically. Do NOT use for architecture decisions (use moai-foundation-philosopher instead) or code quality validation (use moai-foundation-quality instead).
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Structured thinking toolkit combining Critical Evaluation, Diverge-Converge Brainstorming, and Deep Questioning frameworks for creative problem-solving and rigorous analysis. Use when generating ideas, evaluating proposals, questioning assumptions, or exploring solution spaces systematically. Do NOT use for architecture decisions (use moai-foundation-philosopher instead) or code quality validation (use moai-foundation-quality instead).
Structured thinking toolkit for creative problem-solving and rigorous analysis. Integrates three complementary frameworks that cover the full spectrum from idea generation to critical evaluation.
Core Philosophy: Generate broadly, evaluate rigorously, question deeply. Creativity and criticism are complementary forces.
Quick Reference
What is the Thinking Toolkit?
Three integrated frameworks for structured thinking:
Critical Evaluation: Rigorous 7-step analysis to assess proposals and detect flaws
Diverge-Converge: Systematic brainstorming from 20-50 raw ideas to 3-5 validated solutions
Deep Questioning: 6-layer progressive inquiry to uncover hidden requirements and risks
When to Use Each Framework:
Evaluating a proposal or recommendation: Critical Evaluation
Generating solutions for an open-ended problem: Diverge-Converge
Exploring an unfamiliar domain or unclear requirement: Deep Questioning
Complex decisions: Combine all three (Question first, Generate second, Evaluate third)
Purpose: Systematically assess proposals, claims, and recommendations to detect flaws before commitment.
Seven-Step Evaluation Process:
Step 1 - Restate: Reformulate the claim or proposal in your own words. Ensures genuine understanding before critique.
Step 2 - Assess Evidence: Examine supporting data. Is the evidence empirical, anecdotal, or assumed? What is the sample size and recency? Are there contradicting data points?
Step 3 - Detect Fallacies: Check for common reasoning errors. Appeal to authority without substance. False dichotomy (only two options presented). Hasty generalization from insufficient examples. Straw man misrepresentation of alternatives.
Step 4 - Expose Assumptions: Identify unstated premises. What must be true for this conclusion to hold? Which assumptions are testable? Which assumptions carry the highest risk if wrong?
Step 5 - Note Alternatives: For every claim, ask what else could explain the evidence. Generate at least two alternative interpretations. Consider the null hypothesis.
Step 6 - Check Contradictions: Look for internal inconsistencies. Do different parts of the proposal conflict? Are there contradictions with known facts or constraints?
Step 7 - Evaluate Burden of Proof: Determine if the evidence is proportional to the claim. Extraordinary claims require extraordinary evidence. Identify what additional evidence would strengthen or weaken the case.
Critical Gaps: What needs more evidence or revision
Recommended Actions: Next steps to strengthen the proposal
WHY: Uncritical acceptance of proposals leads to preventable failures.
IMPACT: Structured evaluation catches 60-80% of flawed recommendations.
Framework 2: Diverge-Converge Brainstorming
Purpose: Generate a broad solution space then systematically narrow to the best options.
Five-Phase Process:
Phase 1 - Gather Requirements: Define the problem space clearly. Identify stakeholders and success criteria. Set explicit constraints (budget, timeline, technology). Document "must-have" vs "nice-to-have" criteria.
Phase 2 - Diverge (Generate 20-50 Ideas): Quantity over quality during divergence. No criticism or filtering during generation. Include wild and unconventional ideas. Combine and build upon previous ideas. Use prompts: "What if we...", "How might we...", "What would happen if..."
Phase 3 - Cluster (Group into 4-8 Themes): Identify natural groupings among ideas. Name each cluster with a descriptive theme. Note which clusters have the most ideas (signals interest). Identify gaps where no ideas exist (potential blind spots).
Phase 4 - Converge (Score and Select): Rate each cluster against success criteria (1-10). Apply weighted scoring based on priority of criteria. Select top 3-5 candidates for deeper analysis. Document why rejected options were eliminated.
Phase 5 - Document and Validate: Write up selected solutions with rationale. Define validation experiments for top candidates. Identify risks and mitigation strategies. Plan implementation sequence.
Output Format:
Problem Statement: Clear definition of what we are solving
Idea Count: Total ideas generated and cluster distribution
Top Candidates: 3-5 selected solutions with scores
Validation Plan: How to test each candidate
WHY: Premature convergence on the first idea leaves better solutions undiscovered.
IMPACT: Teams using diverge-converge find 3x more viable solutions.
Framework 3: Deep Questioning
Purpose: Progressively uncover hidden requirements, constraints, and risks through layered inquiry.
Six-Layer Progressive Inquiry:
Layer 1 - Surface Understanding: What is the stated goal or request? What does success look like? What are the obvious inputs and outputs? Verify: Can I explain this to someone else clearly?
Layer 2 - Problem Depth: Why does this problem exist? What is the root cause vs symptom? What has been tried before and why did it fail? What would happen if we did nothing?
Layer 3 - Context and Constraints: What are the technical constraints? What are the organizational or process constraints? What are the time and resource limitations? What external dependencies exist?
Layer 4 - User Perspective: Who are the actual end users? What is their current workflow? What pain points drive this request? What would they consider a disappointing solution?
Layer 5 - Solution Exploration: What are the boundary conditions? What edge cases could break the solution? What are the performance requirements? How will this integrate with existing systems?
Layer 6 - Validation and Risk: How will we know if the solution works? What could go wrong? What is the rollback strategy? What monitoring or alerting is needed?
Progressive Depth Indicators:
Shallow: Only Layers 1-2 explored (common in quick tasks)
Moderate: Layers 1-4 explored (sufficient for most features)
Deep: All 6 layers explored (required for architecture decisions)
Exhaustive: All layers with multiple iterations (critical systems)
Output Format:
Understanding Level: Shallow, Moderate, Deep, or Exhaustive
Key Discoveries: Insights from each explored layer
Open Questions: Remaining unknowns requiring further investigation
Risk Assessment: Identified risks by severity
WHY: Surface-level understanding leads to solutions that miss the real problem.
IMPACT: Deep questioning reduces requirement changes by 40-60%.
Combined Workflow
For complex problems, use all three frameworks in sequence:
Step 1 - Deep Questioning: Explore the problem space (Layers 1-4 minimum)
Step 2 - Diverge-Converge: Generate and select solutions based on discoveries
Step 3 - Critical Evaluation: Rigorously assess the top candidates
Decision Complexity Guide:
Simple task (1-2 files): Skip thinking frameworks (direct implementation)
Feature addition: Deep Questioning (Layers 1-3) + brief evaluation
Design decision: Deep Questioning (full) + Diverge-Converge
Architecture change: All three frameworks in full
Integration with MoAI Workflow
SPEC Phase (/moai plan):
Apply Deep Questioning during requirements gathering
Use Diverge-Converge for solution approach selection
Apply Critical Evaluation to finalize SPEC document
Run Phase (/moai run):
Use Critical Evaluation when reviewing implementation options
Apply Deep Questioning when encountering unexpected complexity
Agent Teams:
team-analyst: Primary user of Deep Questioning framework
team-architect: Primary user of Critical Evaluation framework
team-researcher: Uses all three for comprehensive analysis
Works Well With
Agents:
manager-strategy: Combined with Philosopher for full decision framework
manager-spec: Deep Questioning during requirement analysis
team-analyst: Primary consumer for plan phase analysis
team-researcher: Comprehensive research methodology
