roadmap-with-file

name	roadmap-with-file
description	Strategic requirement roadmap with iterative decomposition and issue creation. Outputs roadmap.md (human-readable, single source) + issues.jsonl (machine-executable).
argument-hint	[-y|--yes] [-c|--continue] [-m progressive|direct|auto] "requirement description"

Auto Mode

When --yes or -y: Auto-confirm strategy selection, use recommended mode, skip interactive refinement rounds. This skill is planning-only — it NEVER executes code or modifies source files. Output is the roadmap + issues for user review.

Roadmap-with-file Skill

Usage

$roadmap-with-file "Implement user authentication system with OAuth and 2FA"
$roadmap-with-file -m progressive "Build real-time notification system"
$roadmap-with-file -m direct "Refactor payment module"
$roadmap-with-file -m auto "Add data export feature"
$roadmap-with-file --continue "auth system"
$roadmap-with-file -y "Implement caching layer"

Flags:

• -y, --yes: Skip all confirmations (auto mode)
• -c, --continue: Continue existing session
• -m, --mode: Strategy selection (progressive / direct / auto)

Context Source: cli-explore-agent (optional) + requirement analysis Output Directory: .workflow/.roadmap/{session-id}/ Core Output: roadmap.md (single source, human-readable) + issues.jsonl (global, machine-executable)

---

Subagent API Reference

spawn_agent

Create a new subagent with task assignment.

const agentId = spawn_agent({
  agent_type: "{agent_type}",
  message: `
## TASK ASSIGNMENT

### MANDATORY FIRST STEPS (Agent Execute)
1. Read: .workflow/project-tech.json
2. Read: .workflow/project-guidelines.json

## TASK CONTEXT
${taskContext}

## DELIVERABLES
${deliverables}
`
})

wait_agent

Get results from subagent (only way to retrieve results).

const result = wait_agent({
  timeout_ms: 1800000  // 30 minutes
})

if (result.timed_out) {
  // Handle timeout via 4-step cascade: status probe → force finalize → close
}

followup_task

Assign new work to active subagent (for clarification or follow-up).

followup_task({
  target: agentId,
  message: `
## CLARIFICATION ANSWERS
${answers}

## NEXT STEP
Continue with plan generation.
`
})

close_agent

Clean up subagent resources (irreversible).

close_agent({ target: agentId })

---

Output Artifacts

Single Source of Truth

Artifact	Purpose	Consumer
roadmap.md	⭐ Human-readable strategic roadmap with all context	Human review, csv-wave-pipeline handoff
.workflow/issues/issues.jsonl	Global issue store (appended)	csv-wave-pipeline, issue commands

Why No Separate JSON Files?

Original File	Why Removed	Where Content Goes
strategy-assessment.json	Duplicates roadmap.md content	Embedded in roadmap.md Strategy Assessment section
exploration-codebase.json	Single-use intermediate	Embedded in roadmap.md Codebase Context appendix

---

Overview

Strategic requirement roadmap with iterative decomposition. Creates a single roadmap.md that evolves through discussion, with issues persisted to global issues.jsonl for execution.

Core workflow: Understand → Decompose → Iterate → Validate → Handoff

Key features:

• roadmap.md: Single source of truth — strategy, roadmap, convergence, iteration history
• Dual decomposition: Progressive (MVP→Optimized) or Direct (topological tasks)
• External research: Web search for architecture patterns and best practices via web.run
• Issue creation: Issues persisted to global issues.jsonl for execution pipeline
• Progress tracking: functions.update_plan for real-time phase progress visibility
• Decision recording: Structured decision trail with context and rationale
• Structured handoff: Terminal gate with execution planning, issue viewing, or completion

┌─────────────────────────────────────────────────────────────────────────┐
│                    ROADMAP ITERATIVE WORKFLOW                            │
├─────────────────────────────────────────────────────────────────────────┤
│                                                                          │
│  Session Init                                                            │
│     ├─ Parse flags, generate session ID                                  │
│     ├─ functions.exec_command (mkdir session folder)                      │
│     └─ functions.update_plan (5 phases: Understand → Decompose →         │
│        Refine → Handoff → GATE)                                          │
│                                                                          │
│  Phase 1: Requirement Understanding & Strategy                           │
│     ├─ Parse requirement: goal / constraints / stakeholders              │
│     ├─ Assess uncertainty level → recommend mode                         │
│     ├─ User confirms strategy via functions.request_user_input           │
│     └─ Initialize roadmap.md with Strategy Assessment                    │
│                                                                          │
│  Phase 2: Decomposition & Issue Creation                                 │
│     ├─ Optional codebase exploration (functions.exec_command detection)   │
│     ├─ cli-roadmap-plan-agent executes decomposition                     │
│     ├─ Progressive: 2-4 layers (MVP→Optimized) with convergence          │
│     ├─ Direct: Topological task sequence with convergence                │
│     ├─ Create issues via ccw issue create → issues.jsonl                 │
│     └─ Update roadmap.md with Roadmap table + Issue references           │
│                                                                          │
│  Phase 3: Iterative Refinement (Multi-Round, Decision Recording)         │
│     ├─ Present roadmap to user (Cumulative Context)                      │
│     ├─ Feedback via functions.request_user_input:                        │
│     │   Approve | Adjust Scope | Refine Criteria | Research/Re-decompose │
│     ├─ External research via web.run (optional — patterns, practices)    │
│     ├─ Record decisions in Iteration History (Record-Before-Continue)     │
│     └─ Repeat until approved (max 5 rounds)                              │
│                                                                          │
│  Phase 4: Handoff (PLANNING ENDS HERE)                                   │
│     ├─ Final roadmap.md with Issue ID references                         │
│     └─ MANDATORY Terminal Gate: 执行计划 / 查看Issue / 完成              │
│         ├─ Execute Plan → display csv-wave-pipeline command               │
│         ├─ View Issues → ccw issue list                                  │
│         └─ Done → end workflow                                           │
│                                                                          │
└─────────────────────────────────────────────────────────────────────────┘

---

Dual Modes

Mode	Strategy	Best For	Decomposition
Progressive	MVP → Usable → Refined → Optimized	High uncertainty, need validation	2-4 layers, each with full convergence
Direct	Topological task sequence	Clear requirements, confirmed tech	Tasks with explicit inputs/outputs

Auto-selection logic:

• ≥3 high uncertainty factors → Progressive
• ≥3 low uncertainty factors → Direct
• Otherwise → Ask user preference

---

Output Structure

.workflow/.roadmap/RMAP-{date}-{slug}/
└── roadmap.md                  # ⭐ Single source of truth
                                #   - Strategy Assessment (embedded)
                                #   - Roadmap Table
                                #   - Convergence Criteria per Issue
                                #   - Codebase Context (appendix, if applicable)
                                #   - Iteration History

.workflow/issues/issues.jsonl   # Global issue store (appended)
                                #   - One JSON object per line
                                #   - Consumed by csv-wave-pipeline, issue commands

---

roadmap.md Template

# Requirement Roadmap

**Session**: RMAP-{date}-{slug}
**Requirement**: {requirement}
**Strategy**: {progressive|direct}
**Status**: {Planning|Refining|Ready}
**Created**: {timestamp}

---

## Strategy Assessment

- **Uncertainty Level**: {high|medium|low}
- **Decomposition Mode**: {progressive|direct}
- **Assessment Basis**: {factors summary}
- **Goal**: {extracted goal}
- **Constraints**: {extracted constraints}
- **Stakeholders**: {extracted stakeholders}

---

## Roadmap

### Progressive Mode
| Wave | Issue ID | Layer | Goal | Priority | Dependencies |
|------|----------|-------|------|----------|--------------|
| 1 | ISS-xxx | MVP | ... | 2 | - |
| 2 | ISS-yyy | Usable | ... | 3 | ISS-xxx |

### Direct Mode
| Wave | Issue ID | Title | Type | Dependencies |
|------|----------|-------|------|--------------|
| 1 | ISS-xxx | ... | infrastructure | - |
| 2 | ISS-yyy | ... | feature | ISS-xxx |

---

## Convergence Criteria

### ISS-xxx: {Issue Title}
- **Criteria**: [testable conditions]
- **Verification**: [executable steps/commands]
- **Definition of Done**: [business language, non-technical]

### ISS-yyy: {Issue Title}
...

---

## Risks

| Risk | Severity | Mitigation |
|------|----------|------------|
| ... | ... | ... |

---

## Iteration History

### Round 1 - {timestamp}
**User Feedback**: {feedback summary}
**Changes Made**: {adjustments}
**Status**: {approved|continue iteration}

---





 : [...]
 : [...]
 : [...]

---

Issues JSONL Specification

Location & Format

Path: .workflow/issues/issues.jsonl
Format: JSONL (one complete JSON object per line)
Encoding: UTF-8
Mode: Append-only (new issues appended to end)

Record Schema

{
  "id": "ISS-YYYYMMDD-NNN",
  "title": "[LayerName] goal or [TaskType] title",
  "status": "pending",
  "priority": 2,
  "context": "Markdown with goal, scope, convergence, verification, DoD",
  "source": "text",
  "tags": ["roadmap", "progressive|direct", "wave-N", "layer-name"],
  "extended_context": {
    "notes": {
      "session": "RMAP-{date}-{slug}",
      "strategy": "progressive|direct",
      "wave": 1,
      "depends_on_issues": 
    
  
   
     
     
     
     
  

Query Interface

# By ID (detail view)
ccw issue list ISS-20260227-001

# List all with status filter
ccw issue list --status planned,queued
ccw issue list --brief  # JSON minimal output

# Queue operations (wave-based execution)
ccw issue queue list              # List all queues
ccw issue queue dag               # Get dependency graph (JSON)
ccw issue next --queue <queue-id> # Get next task

# Execute
ccw issue queue add <issue-id>    # Add to active queue
ccw issue done <item-id>          # Mark completed

Note: Issues are tagged with wave-N in tags[] field for filtering. Use --brief for programmatic parsing.

---

Implementation

Session Initialization

const getUtc8ISOString = () => new Date(Date.now() + 8 * 60 * 60 * 1000).toISOString()

// Parse flags
const AUTO_YES = $ARGUMENTS.includes('--yes') || $ARGUMENTS.includes('-y')
const continueMode = $ARGUMENTS.includes('--continue') || $ARGUMENTS.includes('-c')
const modeMatch = $ARGUMENTS.match(/(?:--mode|-m)\s+(progressive|direct|auto)/)
const requestedMode = modeMatch ? modeMatch[1] : 'auto'

// Clean requirement text (remove flags)
const requirement = $ARGUMENTS
  .replace(/--yes|-y|--continue|-c|--mode\s+\w+|-m\s+\w+/g, '')
  .trim()

const slug = requirement.toLowerCase()
  .replace(/[^a-z0-9\u4e00-\u9fa5]+/g, '-')
  .substring(0, 40)
const dateStr = getUtc8ISOString().substring(0, 10)
 sessionId = 
 sessionFolder = 


 (continueMode || ()) {
  
   existingRoadmap = ()
  
}

functions.()


functions.([
  { : , : , :  },
  { : , : , :  },
  { : , : , :  },
  { : , : , :  },
  { : , : , :  }
])

---

Phase 1: Requirement Understanding & Strategy

Objective: Parse requirement, assess uncertainty, select decomposition strategy, initialize roadmap.md.

Steps:

1. Parse Requirement

   • Extract: goal, constraints, stakeholders, keywords

2. Assess Uncertainty

   const uncertaintyFactors = {
     scope_clarity: 'low|medium|high',
     technical_risk: 'low|medium|high',
     dependency_unknown: 'low|medium|high',
     domain_familiarity: 'low|medium|high',
     requirement_stability: 'low|medium|high'
   }
   
   // Calculate recommendation
   const highCount = Object.values(uncertaintyFactors).filter(v => v === 'high').length
   const lowCount = Object.values(uncertaintyFactors).filter(v => v === 'low').length
   
   let recommendedMode
   if (highCount >= 3) recommendedMode = 'progressive'
   else if (lowCount >= 3) recommendedMode = 'direct'
   else recommendedMode = 'progressive'  // default safer choice
   

3. Strategy Selection (skip if -m specified or AUTO_YES)

   let selectedMode
   
   if (requestedMode !== 'auto') {
     selectedMode = requestedMode
   }   () {
     selectedMode = recommendedMode
   }  {
      answer = functions.({
       : [{
         : ,   
         : ,
         : ,
         : [
           { : recommendedMode ===  ?  : , :  },
           { : recommendedMode ===  ?  : , :  }
         ]
       }]
     })
   
     selectedMode = answer 
   }
   

Session: ${sessionId} Requirement: ${requirement} Strategy: ${selectedMode} Status: Planning Created: ${getUtc8ISOString()}

---

Strategy Assessment

• Uncertainty Level: ${uncertaintyLevel}
• Decomposition Mode: ${selectedMode}
• Assessment Basis: ${factorsSummary}
• Goal: ${extractedGoal}
• Constraints: ${extractedConstraints}
• Stakeholders: ${extractedStakeholders}

---

Roadmap

To be populated after Phase 2 decomposition

---

Convergence Criteria Details

To be populated after Phase 2 decomposition

---

Risks

To be populated after Phase 2 decomposition

---

Iteration History

To be populated during Phase 3 refinement

---

Codebase Context (Optional)

To be populated if codebase exploration was performed `

Write(${sessionFolder}/roadmap.md, roadmapContent)

**Success Criteria**:
- roadmap.md created with Strategy Assessment
- Strategy selected (progressive or direct)
- Uncertainty factors documented

---

### Phase 2: Decomposition & Issue Creation

**Objective**: Execute decomposition via `cli-roadmap-plan-agent`, create issues, update roadmap.md.

**Steps**:

1. **Optional Codebase Exploration** (if codebase detected)
```javascript
// Update progress
functions.update_plan([{ id: "phase-2", title: "Phase 2: Decomposition & Issue Creation", status: "in_progress" }])

const hasCodebase = functions.exec_command(`
  test -f package.json && echo "nodejs" ||
  test -f go.mod && echo "golang" ||
  test -f Cargo.toml && echo "rust" ||
  test -f pyproject.toml && echo "python" ||
  test -d src && echo "generic" ||
  echo "none"
`).trim()

let codebaseContext = null

if (hasCodebase !== 'none') {
  const exploreAgentId = spawn_agent({
    agent_type: "cli_explore_agent",
    message: `
## TASK ASSIGNMENT

### MANDATORY FIRST STEPS (Agent Execute)
1. Read: .workflow/project-tech.json
2. Read: .workflow/project-guidelines.json

---

## Exploration Context
- **Requirement**: ${requirement}
- **Strategy**: ${selectedMode}
- **Project Type**: ${hasCodebase}
- **Session**: ${sessionFolder}

## Exploration Focus
- Identify modules/components related to the requirement
- Find existing patterns that should be followed
- Locate integration points for new functionality
- Assess current architecture constraints

## Output
Return findings as JSON with schema:
{
"project_type": "${hasCodebase}",
"relevant_modules": [{name, path, relevance}],
"existing_patterns": [{pattern, files, description}],
"integration_points": [{location, description, risk}],
"architecture_constraints": [string],
"tech_stack": {languages, frameworks, tools}
}
`
  })

  const exploreResult = wait_agent({
    timeout_ms: 1800000  // 30 minutes
  })

  close_agent({ target: exploreAgentId })

  if (exploreResult.status[exploreAgentId].completed) {
    codebaseContext = exploreResult.status[exploreAgentId].completed
  }
}

2. Execute Decomposition Agent

   const decompositionAgentId = spawn_agent({
     agent_type: "cli_roadmap_plan_agent",
     message: `
   

TASK ASSIGNMENT

MANDATORY FIRST STEPS (Agent Execute)

1. Read: .workflow/project-tech.json
2. Read: .workflow/project-guidelines.json

---

Roadmap Decomposition Task

Input Context

• Requirement: ${requirement}
• Selected Mode: ${selectedMode}
• Session ID: ${sessionId}
• Session Folder: ${sessionFolder}

Strategy Assessment

${JSON.stringify(strategyAssessment, null, 2)}

Codebase Context

${codebaseContext ? JSON.stringify(codebaseContext, null, 2) : 'No codebase detected - pure requirement decomposition'}

---

Mode-Specific Requirements

${selectedMode === 'progressive' ? `Progressive Mode:

• 2-4 layers from MVP to full implementation
• Each layer: id (L0-L3), name, goal, scope, excludes, convergence, risks, effort, depends_on
• L0 (MVP) must be a self-contained closed loop with no dependencies
• Scope: each feature belongs to exactly ONE layer (no overlap)
• Layer names: MVP / Usable / Refined / Optimized` :

`Direct Mode:

• Topologically-sorted task sequence
• Each task: id (T1-Tn), title, type, scope, inputs, outputs, convergence, depends_on, parallel_group
• Inputs must come from preceding task outputs or existing resources
• Tasks in same parallel_group must be truly independent`}

---

Convergence Quality Requirements

• criteria[]: MUST be testable (can write assertions or manual verification steps)
• verification: MUST be executable (command, script, or explicit steps)
• definition_of_done: MUST use business language (non-technical person can judge)

---

Expected Output

1. Update ${sessionFolder}/roadmap.md with Roadmap table + Convergence sections
2. Create issues via ccw issue create - append to .workflow/issues/issues.jsonl

Issue Format (for ccw issue create)

• id: ISS-YYYYMMDD-NNN (auto-generated)
• title: [LayerName] goal or [TaskType] title
• context: Markdown with goal, scope, convergence criteria, verification, DoD
• priority: small→4, medium→3, large→2
• tags: ["roadmap", mode, wave-N, layer-name]
• extended_context.notes: {session, strategy, wave, depends_on_issues}

Execution Steps

1. Analyze requirement and build decomposition context

2. Execute decomposition (internal reasoning)

3. Validate records, check convergence quality

4. For each decomposed item:

   • Run: ccw issue create --title "..." --context "..." --tags "..." --priority N
   • Record returned Issue ID

5. Update roadmap.md with Issue ID references

6. Return brief completion summary with Issue IDs ` })

   const decompositionResult = wait_agent({ timeout_ms: 1800000 // 30 minutes for complex decomposition })

   close_agent({ target: decompositionAgentId })

   if (!decompositionResult.status[decompositionAgentId].completed) { throw new Error('Decomposition agent failed to complete') }

   const issueIds = decompositionResult.status[decompositionAgentId].completed.issueIds || []

Success Criteria:

• Issues created in .workflow/issues/issues.jsonl
• roadmap.md updated with Issue references
• No circular dependencies
• Convergence criteria testable

---

Phase 3: Iterative Refinement

Objective: Multi-round user feedback to refine roadmap.

Cumulative Context Rule: Each round's presentation MUST include ALL prior feedback and changes. Never present in isolation — always show cumulative state.

Decision Recording: Every user feedback choice and resulting change MUST be recorded in Iteration History with Decision Record format:

> **Decision**: [Description]
> - **Context**: [What triggered this]
> - **Options**: [What was considered]
> - **Chosen**: [Selected] — **Reason**: [Why]
> - **Impact**: [What changed in roadmap]

Steps:

1. Display Current Roadmap

   • Read and display Roadmap table + key Convergence criteria
   • Show issue count and wave breakdown

2. Feedback Loop (skip if AUTO_YES)

   // Update progress
   functions.update_plan([{ id: "phase-3", title: "Phase 3: Iterative Refinement", status: "in_progress" }])
   
   let round = 0
   let approved = false
   
   while (!approved && round < 5) {
     round++
   
     // Dynamic options — include research if not yet done
     const baseOptions = [
       { label: "Approve", description: "Proceed to handoff" },
       { label: "Adjust Scope", description: "Modify issue scopes" },
       { label: "Refine Criteria", description: "Improve convergence criteria/verification" }
     ]
   
     // Add research option if architecture decisions need external validation
     if (!researchDone) {
       baseOptions.push({ label: "Research", description: "Search for architecture patterns and best practices" })
     } else {
       baseOptions.push({ label: "Re-decompose", description: "Change strategy/layering" })
     }
   
     const feedback = functions.({
       : [{
         : ,    
         : ,
         : ,
         : baseOptions
       }]
     })
   
      (feedback === ) {
       approved = 
     }   (feedback === ) {
       
        researchQueries = (requirement, selectedMode)
       researchQueries.( {
          results = web.({ : query })
         
       })
       researchDone = 
       
     }  {
       
       
       
       
   
       
     }
   
     
      iterationEntry = 

Round ${round} - ${getUtc8ISOString()}

User Feedback: ${feedback} Changes Made: ${changesMade} Decision: ${decisionRecord} Status: ${approved ? 'approved' : 'continue iteration'} ` // Append to Iteration History section in roadmap.md }

3. **Finalize Iteration History**
```javascript
// Update final status in roadmap.md
Edit({
  path: `${sessionFolder}/roadmap.md`,
  old_string: "**Status**: Planning",
  new_string: "**Status**: Ready"
})

Success Criteria:

• User approved OR max rounds reached
• All changes recorded in Iteration History
• roadmap.md reflects final state

---

Phase 4: Handoff

Objective: Present final roadmap, execute MANDATORY terminal gate for next step selection.

Steps:

1. Display Summary

   ## Roadmap Complete
   
   - **Session**: RMAP-{date}-{slug}
   - **Strategy**: {progressive|direct}
   - **Issues Created**: {count} across {waves} waves
   - **Roadmap**: .workflow/.roadmap/RMAP-{date}-{slug}/roadmap.md
   
   | Wave | Issue Count | Layer/Type |
   |------|-------------|------------|
   | 1 | 2 | MVP / infrastructure |
   | 2 | 3 | Usable / feature |
   

2. MANDATORY Terminal Gate (CRITICAL — MUST execute, workflow MUST NOT end without this)

   // Update progress
   functions.update_plan([
     { id: "phase-4", title: "Phase 4: Handoff", status: "completed" },
     { id: "next-step", title: "GATE: Post-Completion Next Step", status: "in_progress" }
   ])
   
   const nextStep = functions.request_user_input({
     questions: [{
       header: "Next Step",    // max 12 chars
       question: `${issueIds.length} issues ready in roadmap. What would you like to do next?`,
       multiSelect: false,
       options: [
         { label: "Execute Plan", description: "Hand off to execution pipeline (csv-wave-pipeline)" },
         { label: "View Issues", :  },
         { : , :  }
       ]
     }]
   })
   
   
    (nextStep === ) {
     
     
     
   }   (nextStep === ) {
     functions.()
     
   }
   
   
   
   functions.([
     { : , : , :  }
   ])
   

Success Criteria:

• User selection executed
• Session complete
• All artifacts accessible

---

Error Handling

Error	Resolution
cli-explore-agent fails	Skip code exploration, proceed with pure requirement decomposition
cli-roadmap-plan-agent fails	Retry once, fallback to manual decomposition prompt
No codebase	Normal flow, skip exploration step
Web research fails	Continue without external findings, rely on inline analysis
Research conflicts with plan	Present as competing evidence, let user decide direction
Circular dependency detected	Prompt user, re-decompose
User timeout in feedback loop	Save roadmap.md, show --continue command
Max rounds reached	Force proceed with current roadmap
Session folder conflict	Append timestamp suffix

---

Core Rules

1. Start Immediately: First action is session initialization, then Phase 1 execution
2. Single Source: All context embedded in roadmap.md, no separate JSON files
3. Iterate on Roadmap: Use feedback rounds to refine, not recreate
4. Testable Convergence: criteria = assertions, DoD = business language
5. Explicit Lifecycle: Always close_agent after wait completes to free resources
6. Planning-Only Skill: This skill ONLY produces roadmap and issues. It NEVER executes code, creates source files, or runs implementation. All code changes happen via separate execution skills after user manually triggers them
7. Plan-Only Modifications: Interactive feedback (Phase 3) MUST only update roadmap.md and issues.jsonl. NEVER modify source code, configuration files, or any project files during any phase. Code changes happen only after handoff when user manually runs $csv-wave-pipeline or other execution skills
8. MANDATORY CONFIRMATION GATE: After Phase 2 decomposition completes, you MUST present the roadmap to the user and wait for confirmation (Phase 3) before proceeding to handoff. NEVER skip Phase 3 user validation

---

Best Practices

1. Clear Requirements: Detailed description → better decomposition
2. Iterate on Roadmap: Use feedback rounds to refine convergence criteria
3. Testable Convergence: criteria = assertions, DoD = business language
4. Use Continue Mode: Resume to iterate on existing roadmap
5. Wave Execution: Start with wave-1 (MVP) to validate before full execution

---

Usage Recommendations

When to Use Roadmap vs Other Skills:

Scenario	Recommended Skill
Strategic planning, need issue tracking	$roadmap-with-file
Quick task breakdown, immediate execution	$lite-plan
Collaborative multi-agent planning	$collaborative-plan-with-file
Full specification documents	$spec-generator
Code implementation from existing plan	$workflow-lite-plan

---

Now plan roadmap for: $ARGUMENTS