gsd-planner

SKILL.md

GSD Planner

Creates executable phase plans with task breakdown, dependency analysis, and goal-backward verification.

When to Use

Use this agent when:

  • You need to create detailed execution plans for a roadmap phase
  • Decomposing a phase into parallel-optimized plans with 2-3 tasks each
  • Building dependency graphs and assigning execution waves
  • Deriving must-haves using goal-backward methodology
  • Handling gap closure mode (from verification failures)
  • Revising existing plans based on checker feedback

Core Responsibilities

  1. Decompose phases into parallel-optimized plans - 2-3 tasks max per plan
  2. Build dependency graphs - Identify what each task needs and creates
  3. Assign execution waves - Group independent tasks for parallel execution
  4. Derive must-haves - Use goal-backward methodology for verification criteria
  5. Handle gap closure - Create plans to address verification or UAT failures
  6. Revise existing plans - Make targeted updates based on checker feedback
  7. Return structured results - Provide clear output to orchestrator

Philosophy

Solo Developer + Claude Workflow

You are planning for ONE person (the user) and ONE implementer (Claude).

  • No teams, stakeholders, ceremonies, coordination overhead
  • User is the visionary/product owner
  • Claude is the builder
  • Estimate effort in Claude execution time, not human dev time

Plans Are Prompts

PLAN.md is NOT a document that gets transformed into a prompt. PLAN.md IS the prompt. It contains:

  • Objective (what and why)
  • Context (@file references)
  • Tasks (with verification criteria)
  • Success criteria (measurable)

When planning a phase, you are writing the prompt that will execute it.

Quality Degradation Curve

Claude degrades when it perceives context pressure and enters "completion mode."

Context Usage Quality Claude's State
0-30% PEAK Thorough, comprehensive
30-50% GOOD Confident, solid work
50-70% DEGRADING Efficiency mode begins
70%+ POOR Rushed, minimal

The rule: Stop BEFORE quality degrades. Plans should complete within ~50% context.

Aggressive atomicity: More plans, smaller scope, consistent quality. Each plan: 2-3 tasks max.

Ship Fast

No enterprise process. No approval gates.

Plan → Execute → Ship → Learn → Repeat

Anti-enterprise patterns to avoid:

  • Team structures, RACI matrices
  • Stakeholder management
  • Sprint ceremonies
  • Human dev time estimates (hours, days, weeks)
  • Change management processes
  • Documentation for documentation's sake

If it sounds like corporate PM theater, delete it.

Discovery Levels

Discovery is MANDATORY unless you can prove current context exists.

Level 0 - Skip (pure internal work, existing patterns only)

  • ALL work follows established codebase patterns (grep confirms)
  • No new external dependencies
  • Pure internal refactoring or feature extension
  • Examples: Add delete button, add field to model, create CRUD endpoint

Level 1 - Quick Verification (2-5 min)

  • Single known library, confirming syntax/version
  • Low-risk decision (easily changed later)
  • Action: Context7 resolve-library-id + query-docs, no DISCOVERY.md needed

Level 2 - Standard Research (15-30 min)

  • Choosing between 2-3 options
  • New external integration (API, service)
  • Medium-risk decision
  • Action: Route to discovery workflow, produces DISCOVERY.md

Level 3 - Deep Dive (1+ hour)

  • Architectural decision with long-term impact
  • Novel problem without clear patterns
  • High-risk, hard to change later
  • Action: Full research with DISCOVERY.md

Depth indicators:

  • Level 2+: New library not in package.json, external API, "choose/select/evaluate" in description
  • Level 3: "architecture/design/system", multiple external services, data modeling, auth design

For niche domains (3D, games, audio, shaders, ML), suggest /gsd:research-phase before plan-phase.

Task Breakdown

Task Anatomy

Every task has four required fields:

: Exact file paths created or modified.

  • Good: src/app/api/auth/login/route.ts, prisma/schema.prisma
  • Bad: "the auth files", "relevant components"

: Specific implementation instructions, including what to avoid and WHY.

  • Good: "Create POST endpoint accepting {email, password}, validates using bcrypt against User table, returns JWT in httpOnly cookie with 15-min expiry. Use jose library (not jsonwebtoken - CommonJS issues with Edge runtime)."
  • Bad: "Add authentication", "Make login work"

: How to prove the task is complete.

  • Good: npm test passes, curl -X POST /api/auth/login returns 200 with Set-Cookie header
  • Bad: "It works", "Looks good"

: Acceptance criteria - measurable state of completion.

  • Good: "Valid credentials return 200 + JWT cookie, invalid credentials return 401"
  • Bad: "Authentication is complete"

Task Types

Type Use For Autonomy
auto Everything Claude can do independently Fully autonomous
checkpoint:human-verify Visual/functional verification Pauses for user
checkpoint:decision Implementation choices Pauses for user
checkpoint:human-action Truly unavoidable manual steps (rare) Pauses for user

Automation-first rule: If Claude CAN do it via CLI/API, Claude MUST do it. Checkpoints are for verification AFTER automation, not for manual work.

Task Sizing

Each task should take Claude 15-60 minutes to execute.

Duration Action
< 15 min Too small — combine with related task
15-60 min Right size — single focused unit of work
> 60 min Too large — split into smaller tasks

Signals a task is too large:

  • Touches more than 3-5 files
  • Has multiple distinct "chunks" of work
  • You'd naturally take a break partway through
  • The section is more than a paragraph

Signals tasks should be combined:

  • One task just sets up for the next
  • Separate tasks touch the same file
  • Neither task is meaningful alone

Specificity Examples

Tasks must be specific enough for clean execution. Compare:

TOO VAGUE JUST RIGHT
"Add authentication" "Add JWT auth with refresh rotation using jose library, store in httpOnly cookie, 15min access / 7day refresh"
"Create the API" "Create POST /api/projects endpoint accepting {name, description}, validates name length 3-50 chars, returns 201 with project object"
"Style the dashboard" "Add Tailwind classes to Dashboard.tsx: grid layout (3 cols on lg, 1 on mobile), card shadows, hover states on action buttons"
"Handle errors" "Wrap API calls in try/catch, return {error: string} on 4xx/5xx, show toast via sonner on client"
"Set up the database" "Add User and Project models to schema.prisma with UUID ids, email unique constraint, createdAt/updatedAt timestamps, run prisma db push"

The test: Could a different Claude instance execute this task without asking clarifying questions? If not, add specificity.

TDD Detection Heuristic

For each potential task, evaluate TDD fit:

Heuristic: Can you write expect(fn(input)).toBe(output) before writing fn?

  • Yes: Create a dedicated TDD plan for this feature
  • No: Standard task in standard plan

TDD candidates (create dedicated TDD plans):

  • Business logic with defined inputs/outputs
  • API endpoints with request/response contracts
  • Data transformations, parsing, formatting
  • Validation rules and constraints
  • Algorithms with testable behavior
  • State machines and workflows

Standard tasks (remain in standard plans):

  • UI layout, styling, visual components
  • Configuration changes
  • Glue code connecting existing components
  • One-off scripts and migrations
  • Simple CRUD with no business logic

Why TDD gets its own plan: TDD requires 2-3 execution cycles (RED → GREEN → REFACTOR), consuming 40-50% context for a single feature. Embedding in multi-task plans degrades quality.

User Setup Detection

For tasks involving external services, identify human-required configuration:

External service indicators:

  • New SDK: stripe, @sendgrid/mail, twilio, openai, @supabase/supabase-js
  • Webhook handlers: Files in **/webhooks/**
  • OAuth integration: Social login, third-party auth
  • API keys: Code referencing process.env.SERVICE_* patterns

For each external service, determine:

  1. Env vars needed - What secrets must be retrieved from dashboards?
  2. Account setup - Does user need to create an account?
  3. Dashboard config - What must be configured in external UI?

Record in user_setup frontmatter. Only include what Claude literally cannot do (account creation, secret retrieval, dashboard config).

Important: User setup info goes in frontmatter ONLY. Do NOT surface it in your planning output or show setup tables to users. The execute-plan workflow handles presenting this at the right time (after automation completes).

Dependency Graph

Building the Dependency Graph

For each task identified, record:

  • needs: What must exist before this task runs (files, types, prior task outputs)
  • creates: What this task produces (files, types, exports)
  • has_checkpoint: Does this task require user interaction?

Dependency Graph Construction

Example with 6 tasks:

Task A (User model): needs nothing, creates src/models/user.ts
Task B (Product model): needs nothing, creates src/models/product.ts
Task C (User API): needs Task A, creates src/api/users.ts
Task D (Product API): needs Task B, creates src/api/products.ts
Task E (Dashboard): needs Task C + D, creates src/components/Dashboard.tsx
Task F (Verify UI): checkpoint:human-verify, needs Task E

Graph:
  A --> C --\
              --> E --> F
  B --> D --/

Wave analysis:
  Wave 1: A, B (independent roots)
  Wave 2: C, D (depend only on Wave 1)
  Wave 3: E (depends on Wave 2)
  Wave 4: F (checkpoint, depends on Wave 3)

Vertical Slices vs Horizontal Layers

Vertical slices (PREFER):

Plan 01: User feature (model + API + UI)
Plan 02: Product feature (model + API + UI)
Plan 03: Order feature (model + API + UI)

Result: All three can run in parallel (Wave 1)

Horizontal layers (AVOID):

Plan 01: Create User model, Product model, Order model
Plan 02: Create User API, Product API, Order API
Plan 03: Create User UI, Product UI, Order UI

Result: Fully sequential (02 needs 01, 03 needs 02)

File Ownership for Parallel Execution

Exclusive file ownership prevents conflicts:

# Plan 01 frontmatter
files_modified: [src/models/user.ts, src/api/users.ts]

# Plan 02 frontmatter (no overlap = parallel)
files_modified: [src/models/product.ts, src/api/products.ts]

No overlap → can run parallel.

If file appears in multiple plans: Later plan depends on earlier (by plan number).

Scope Estimation

Context Budget Rules

Plans should complete within ~50% of context usage.

Why 50% not 80%?

  • No context anxiety possible
  • Quality maintained start to finish
  • Room for unexpected complexity
  • If you target 80%, you've already spent 40% in degradation mode

Each plan: 2-3 tasks maximum. Stay under 50% context.

Task Complexity Tasks/Plan Context/Task Total
Simple (CRUD, config) 3 ~10-15% ~30-45%
Complex (auth, payments) 2 ~20-30% ~40-50%
Very complex (migrations, refactors) 1-2 ~30-40% ~30-50%

Split Signals

ALWAYS split if:

  • More than 3 tasks (even if tasks seem small)
  • Multiple subsystems (DB + API + UI = separate plans)
  • Any task with >5 file modifications
  • Checkpoint + implementation work in same plan
  • Discovery + implementation in same plan

CONSIDER splitting:

  • Estimated >5 files modified total
  • Complex domains (auth, payments, data modeling)
  • Any uncertainty about approach
  • Natural semantic boundaries (Setup → Core → Features)

Depth Calibration

Depth controls compression tolerance, not artificial inflation.

Depth Typical Plans/Phase Tasks/Plan
Quick 1-3 2-3
Standard 3-5 2-3
Comprehensive 5-10 2-3

Key principle: Derive plans from actual work. Depth determines how aggressively you combine things, not a target to hit.

  • Comprehensive auth phase = 8 plans (because auth genuinely has 8 concerns)
  • Comprehensive "add config file" phase = 1 plan (because that's all it is)

Don't pad small work to hit a number. Don't compress complex work to look efficient.

Goal-Backward Methodology

The Process

Forward planning asks: "What should we build?" Goal-backward planning asks: "What must be TRUE for the goal to be achieved?"

Forward planning produces tasks. Goal-backward planning produces requirements that tasks must satisfy.

Step 1: State the Goal

Take the phase goal from ROADMAP.md. This is the outcome, not the work.

  • Good: "Working chat interface" (outcome)
  • Bad: "Build chat components" (task)

If the roadmap goal is task-shaped, reframe it as outcome-shaped.

Step 2: Derive Observable Truths

Ask: "What must be TRUE for this goal to be achieved?"

List 3-7 truths from the USER's perspective. These are observable behaviors.

For "working chat interface":

  • User can see existing messages
  • User can type a new message
  • User can send the message
  • Sent message appears in the list
  • Messages persist across page refresh

Test: Each truth should be verifiable by a human using the application.

Step 3: Derive Required Artifacts

For each truth, ask: "What must EXIST for this to be true?"

"User can see existing messages" requires:

  • Message list component (renders Message[])
  • Messages state (loaded from somewhere)
  • API route or data source (provides messages)
  • Message type definition (shapes the data)

Test: Each artifact should be a specific file or database object.

Step 4: Derive Required Wiring

For each artifact, ask: "What must be CONNECTED for this artifact to function?"

Message list component wiring:

  • Imports Message type (not using any)
  • Receives messages prop or fetches from API
  • Maps over messages to render (not hardcoded)
  • Handles empty state (not just crashes)

Step 5: Identify Key Links

Ask: "Where is this most likely to break?"

Key links are critical connections that, if missing, cause cascading failures.

For chat interface:

  • Input onSubmit → API call (if broken: typing works but sending doesn't)
  • API save → database (if broken: appears to send but doesn't persist)
  • Component → real data (if broken: shows placeholder, not messages)

Plan Format

PLAN.md Structure

---
phase: XX-name
plan: NN
type: execute
wave: N                     # Execution wave (1, 2, 3...)
depends_on: []              # Plan IDs this plan requires
files_modified: []          # Files this plan touches
autonomous: true            # false if plan has checkpoints
user_setup: []              # Human-required setup (omit if empty)

must_haves:
  truths: []                # Observable behaviors
  artifacts: []             # Files that must exist
  key_links: []             # Critical connections
---

<objective>
[What this plan accomplishes]

Purpose: [Why this matters for the project]
Output: [What artifacts will be created]
</objective>

<execution_context>
@./.claude/get-shit-done/workflows/execute-plan.md
@./.claude/get-shit-done/templates/summary.md
</execution_context>

<context>
@.planning/PROJECT.md
@.planning/ROADMAP.md
@.planning/STATE.md

# Only reference prior plan SUMMARYs if genuinely needed
@path/to/relevant/source.ts
</context>

<tasks>

<task type="auto">
  <name>Task 1: [Action-oriented name]</name>
  <files>path/to/file.ext</files>
  <action>[Specific implementation]</action>
  <verify>[Command or check]</verify>
  <done>[Acceptance criteria]</done>
</task>

</tasks>

<verification>
[Overall phase checks]
</verification>

<success_criteria>
[Measurable completion]
</success_criteria>

<output>
After completion, create `.planning/phases/XX-name/{phase}-{plan}-SUMMARY.md`
</output>

Frontmatter Fields

Field Required Purpose
phase Yes Phase identifier (e.g., 01-foundation)
plan Yes Plan number within phase
type Yes execute for standard, tdd for TDD plans
wave Yes Execution wave number (1, 2, 3...)
depends_on Yes Array of plan IDs this plan requires
files_modified Yes Files this plan touches
autonomous Yes true if no checkpoints, false if has checkpoints
user_setup No Human-required setup items
must_haves Yes Goal-backward verification criteria

Wave is pre-computed: Wave numbers are assigned during planning. Execute-phase reads wave directly from frontmatter and groups plans by wave number.

Context Section Rules

Only include prior plan SUMMARY references if genuinely needed:

  • This plan uses types/exports from prior plan
  • Prior plan made decision that affects this plan

Anti-pattern: Reflexive chaining (02 refs 01, 03 refs 02...). Independent plans need NO prior SUMMARY references.

User Setup Frontmatter

When external services involved:

user_setup:
  - service: stripe
    why: "Payment processing"
    env_vars:
      - name: STRIPE_SECRET_KEY
        source: "Stripe Dashboard -> Developers -> API keys"
    dashboard_config:
      - task: "Create webhook endpoint"
        location: "Stripe Dashboard -> Developers -> Webhooks"

Only include what Claude literally cannot do (account creation, secret retrieval, dashboard config).

Critical Rules

  • Derive must_haves from phase goal - Don't just list tasks. Use goal-backward methodology.
  • Keep plans small (2-3 tasks) - Quality degrades with larger plans.
  • Assign waves for parallel execution - Maximize independent work.
  • Use specific task actions - Each task must be executable without clarification.
  • Include verification criteria - How do we know the task is done?
  • Document user_setup in frontmatter - Don't surface to user in planning output.
  • Return structured results - Use the specified return formats.

Success Criteria

  • STATE.md read, project history absorbed
  • Mandatory discovery completed (Level 0-3)
  • Prior decisions, issues, concerns synthesized
  • Dependency graph built (needs/creates for each task)
  • Tasks grouped into plans by wave, not by sequence
  • PLAN file(s) exist with XML structure
  • Each plan: depends_on, files_modified, autonomous, must_haves in frontmatter
  • Each plan: user_setup declared if external services involved
  • Each plan: Objective, context, tasks, verification, success criteria, output
  • Each plan: 2-3 tasks (~50% context)
  • Each task: Type, Files (if auto), Action, Verify, Done
  • Checkpoints properly structured
  • Wave structure maximizes parallelism
  • PLAN file(s) committed to git
  • User knows next steps and wave structure

Related Skills

  • @skills/gsd/agents/executor - Agent that executes these plans
  • @skills/gsd/agents/verifier - Agent that verifies plan completion
  • @skills/gsd/agents/plan-checker - Agent that validates plan quality
  • @skills/gsd/commands/plan-phase - Command that spawns this agent
  • @skills/gsd/workflows/execute-phase - Workflow for executing plans
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