Files
msd-core/gsd-core/references/checkpoints.md
Adnan 3592697bed fix(#2107): orchestrator honors gate="blocking-human" checkpoints in auto-mode (#2113)
* fix(execute-phase): honor gate="blocking-human" in auto-mode checkpoint handling

The package-legitimacy gate (#2827) spans two layers. gsd-executor refuses to
auto-approve a gate="blocking-human" checkpoint and escalates it so a human can
vet the package. execute-phase's checkpoint_handling step then dispatched purely
on checkpoint *type* and never read gate -- so under --auto/--chain it
auto-approved the checkpoint the executor had just refused to auto-approve.

Net effect: the slopsquatting defence was inert in exactly the unattended mode
where it matters. An [ASSUMED]/[SUS] package reached install with no human ever
seeing the prompt.

- gsd-core/workflows/execute-phase.md: carve out gate="blocking-human" (and the
  package-legitimacy what-built markers) ahead of every auto-mode branch.
- gsd-core/references/checkpoints.md: document the gate attribute and its two
  values. blocking-human previously appeared nowhere outside gsd-executor.md,
  so no planner had a documented way to author a non-auto-approvable checkpoint.
- tests/package-legitimacy-gate.test.cjs: the existing regression test asserted
  the executor half only, which is why it stayed green while the gate was open.
  Now asserts the orchestrator half too.

* chore(changeset): link to issue #2107

* chore(changeset): backfill PR number 2113

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
Claude-Session: https://claude.ai/code/session_01JNR8m2pv5U7ubn4iiXVrMa

* test(#2107): refresh golden-install-parity hashes for edited gsd-core files

The golden fixtures pin content hashes for gsd-core/references/checkpoints.md
and gsd-core/workflows/execute-phase.md, both edited by this fix. Regenerated
via UPDATE_GOLDEN=1; only those two keys change across all 17 runtime fixtures.

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
Claude-Session: https://claude.ai/code/session_01JNR8m2pv5U7ubn4iiXVrMa

* fix(#2107): keep the carve-out inside the ADR-857 host-loop budget

The ADR-857 phase-6 ratchet pins execute-phase.md below 93600 LF bytes so
optional-feature logic keeps migrating out of the host loop. The carve-out
first landed 623 bytes over that ceiling.

Move the two-layer rationale (why gsd-executor escalates these checkpoints)
into references/checkpoints.md, where the gate is now documented, and reduce
the workflow to the operative rule. execute-phase.md is 93589 bytes, under
the ceiling; the gate token and both <what-built> marker strings are kept
because the orchestrator matches on them.

Refresh the two baselines the edit invalidates: golden-install-parity
fixtures (only the checkpoints.md and execute-phase.md hashes move) and
workflow-size-baseline.json (one line). The ADR-857 ceiling itself is
untouched.

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
Claude-Session: https://claude.ai/code/session_01JNR8m2pv5U7ubn4iiXVrMa

* fix(#2107): executor honors blocking-human on the decision branch + gate transport

Review found the fix incomplete one layer down. Two executor-layer gaps:

1. Blocker — agents/gsd-executor.md auto-mode dispatch gated
   checkpoint:human-verify on gate="blocking-human" but the checkpoint:decision
   branch below auto-selected the first option with no gate check. The executor
   resolves a decision itself (auto-selects and continues) without returning it,
   so the orchestrator carve-out never runs for it. A planner following the new
   checkpoints.md rule 6 ("gate a decision whose default would be wrong to
   assume") would have it silently auto-selected under --auto/--chain — the exact
   #2107 harm, one checkpoint type over. The decision branch now STOPs and
   returns for an explicit human decision when gate="blocking-human".

2. Major (transport) — checkpoint_return_format carried no field conveying the
   gate to the freshly-spawned orchestrator, so recognition of the proactive
   pre-install checkpoint rested on freeform prose. Added a **Gate:** field to
   the return format and re-pointed the execute-phase carve-out at it
   ("If the returned Gate: is blocking-human"). Net byte-negative: execute-phase.md
   drops 93589 -> 93583, widening ADR-857 headroom from 11 to 17 bytes.

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>

* test(#2107): cover decision carve-out + gate transport, de-vacuum conditional tests

- New: 'auto mode does not auto-select a blocking-human decision checkpoint'
  asserts the executor decision branch STOPs on blocking-human. Verified red on
  the pre-fix executor (2 fail), green with the fix (27 pass).
- New: 'checkpoint_return_format transports the gate ...' asserts the **Gate:**
  field carries blocking-human across the executor->orchestrator boundary.
- New: 'auto-select rule for decision is conditional' — orchestrator-side mirror
  of the human-verify conditional test, for the execute-phase decision branch.
- Fix vacuous test: both conditional tests now assert the anchor matched
  (length > 0) before iterating, so anchor drift can no longer pass with zero
  assertions.

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>

* test(#2107): refresh golden + size baselines for executor + execute-phase edits

Regenerated via UPDATE_GOLDEN=1 and update-size-baseline.cjs. Only the
gsd-executor.md and gsd-core/workflows/execute-phase.md hashes move across the
runtime fixtures (35 ins / 35 del, no keys added or removed); checkpoints.md is
unchanged this round. Size baselines: gsd-executor.md 43607 -> 43973,
execute-phase.md 93589 -> 93583 (still under the ADR-857 ceiling).

Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>

---------

Co-authored-by: Claude Opus 4.8 <noreply@anthropic.com>
Co-authored-by: Tom Boucher <trekkie@nomorestars.com>
2026-07-13 13:43:29 -04:00

33 KiB

Plans execute autonomously. Checkpoints formalize interaction points where human verification or decisions are needed.

Core principle: Claude automates everything with CLI/API. Checkpoints are for verification and decisions, not manual work.

Golden rules:

  1. If Claude can run it, Claude runs it - Never ask user to execute CLI commands, start servers, or run builds
  2. Claude sets up the verification environment - Start dev servers, seed databases, configure env vars
  3. User only does what requires human judgment - Visual checks, UX evaluation, "does this feel right?"
  4. Secrets come from user, automation comes from Claude - Ask for API keys, then Claude uses them via CLI
  5. Auto-mode bypasses verification/decision checkpoints — When workflow._auto_chain_active or workflow.auto_advance is true in config: human-verify auto-approves, decision auto-selects first option, human-action still stops (auth gates cannot be automated)
  6. gate="blocking-human" is never auto-approved — a checkpoint carrying this gate stops for a human in every mode, including auto-mode, regardless of its type. Rule 5 does not apply to it.

The gate attribute:

Value Auto-mode behavior Use for
gate="blocking" Bypassed per rule 5 (human-verify auto-approves, decision auto-selects) The default. Post-hoc verification and implementation choices that are safe to take the recommended path on when unattended.
gate="blocking-human" Never bypassed. Stops for a human in auto-mode too. Irreversible or trust-establishing steps a human must actually see: package-legitimacy verification before install, and any decision whose default answer would be wrong to assume.

Reach for gate="blocking-human" whenever auto-approving the checkpoint would defeat its purpose. If the checkpoint exists because a human must decide something, blocking is the wrong gate — auto-mode will decide it for them.

The gate spans two layers, and both must honor it. gsd-executor refuses to auto-approve a gate="blocking-human" checkpoint and escalates it via checkpoint_return_format precisely so a human sees it; execute-phase's checkpoint_handling step then decides what the user is actually shown. An orchestrator that dispatches on checkpoint type alone would auto-approve the very checkpoint the executor just refused to auto-approve, nullifying that refusal one layer up and letting an unattended --auto / --chain run install a package no human ever vetted.

<checkpoint_types>

## checkpoint:human-verify (Most Common - 90%)

When: Claude completed automated work, human confirms it works correctly.

Default mode (#3309): workflow.human_verify_mode = end-of-phase. New projects do NOT halt mid-flight at checkpoint:human-verify. The planner suppresses those task emissions and embeds the verification details into the relevant auto task's <verify><human-check> block; the verifier harvests every <verify><human-check> at end-of-phase (Step 8) and consolidates them into the existing human_needed → {phase_num}-UAT.md flow in workflows/execute-phase.md. The user reviews everything in one batch.

Why this is the default: every mid-flight halt costs a full executor cold-start (CLAUDE.md, MEMORY.md, STATE.md, plan re-read on respawn) because subagent context is discarded across the pause. A plan with N human-verify checkpoints pays the cold-start cost N+1 times — measured at "tens of thousands of tokens" per round-trip on real projects.

Set workflow.human_verify_mode = mid-flight in .planning/config.json to opt back into the pre-#3309 behavior of halting at every checkpoint. checkpoint:decision and checkpoint:human-action are unaffected by either value — those gate the work itself, not post-hoc verification.

Use for:

  • Visual UI checks (layout, styling, responsiveness)
  • Interactive flows (click through wizard, test user flows)
  • Functional verification (feature works as expected)
  • Audio/video playback quality
  • Animation smoothness
  • Accessibility testing

Structure:

<task type="checkpoint:human-verify" gate="blocking">
  <what-built>[What Claude automated and deployed/built]</what-built>
  <how-to-verify>
    [Exact steps to test - URLs, commands, expected behavior]
  </how-to-verify>
  <resume-signal>[How to continue - "approved", "yes", or describe issues]</resume-signal>
</task>

Example: UI Component (shows key pattern: Claude starts server BEFORE checkpoint)

<task type="auto">
  <name>Build responsive dashboard layout</name>
  <files>src/components/Dashboard.tsx, src/app/dashboard/page.tsx</files>
  <action>Create dashboard with sidebar, header, and content area. Use Tailwind responsive classes for mobile.</action>
  <verify>npm run build succeeds, no TypeScript errors</verify>
  <done>Dashboard component builds without errors</done>
</task>

<task type="auto">
  <name>Start dev server for verification</name>
  <action>Run `npm run dev` in background, wait for "ready" message, capture port</action>
  <verify>fetch http://localhost:3000 returns 200</verify>
  <done>Dev server running at http://localhost:3000</done>
</task>

<task type="checkpoint:human-verify" gate="blocking">
  <what-built>Responsive dashboard layout - dev server running at http://localhost:3000</what-built>
  <how-to-verify>
    Visit http://localhost:3000/dashboard and verify:
    1. Desktop (>1024px): Sidebar left, content right, header top
    2. Tablet (768px): Sidebar collapses to hamburger menu
    3. Mobile (375px): Single column layout, bottom nav appears
    4. No layout shift or horizontal scroll at any size
  </how-to-verify>
  <resume-signal>Type "approved" or describe layout issues</resume-signal>
</task>

Example: Xcode Build

<task type="auto">
  <name>Build macOS app with Xcode</name>
  <files>App.xcodeproj, Sources/</files>
  <action>Run `xcodebuild -project App.xcodeproj -scheme App build`. Check for compilation errors in output.</action>
  <verify>Build output contains "BUILD SUCCEEDED", no errors</verify>
  <done>App builds successfully</done>
</task>

<task type="checkpoint:human-verify" gate="blocking">
  <what-built>Built macOS app at DerivedData/Build/Products/Debug/App.app</what-built>
  <how-to-verify>
    Open App.app and test:
    - App launches without crashes
    - Menu bar icon appears
    - Preferences window opens correctly
    - No visual glitches or layout issues
  </how-to-verify>
  <resume-signal>Type "approved" or describe issues</resume-signal>
</task>
## checkpoint:decision (9%)

When: Human must make choice that affects implementation direction.

Use for:

  • Technology selection (which auth provider, which database)
  • Architecture decisions (monorepo vs separate repos)
  • Design choices (color scheme, layout approach)
  • Feature prioritization (which variant to build)
  • Data model decisions (schema structure)

Structure:

<task type="checkpoint:decision" gate="blocking">
  <decision>[What's being decided]</decision>
  <context>[Why this decision matters]</context>
  <options>
    <option id="option-a">
      <name>[Option name]</name>
      <pros>[Benefits]</pros>
      <cons>[Tradeoffs]</cons>
    </option>
    <option id="option-b">
      <name>[Option name]</name>
      <pros>[Benefits]</pros>
      <cons>[Tradeoffs]</cons>
    </option>
  </options>
  <resume-signal>[How to indicate choice]</resume-signal>
</task>

Example: Auth Provider Selection

<task type="checkpoint:decision" gate="blocking">
  <decision>Select authentication provider</decision>
  <context>
    Need user authentication for the app. Three solid options with different tradeoffs.
  </context>
  <options>
    <option id="supabase">
      <name>Supabase Auth</name>
      <pros>Built-in with Supabase DB we're using, generous free tier, row-level security integration</pros>
      <cons>Less customizable UI, tied to Supabase ecosystem</cons>
    </option>
    <option id="clerk">
      <name>Clerk</name>
      <pros>Beautiful pre-built UI, best developer experience, excellent docs</pros>
      <cons>Paid after 10k MAU, vendor lock-in</cons>
    </option>
    <option id="nextauth">
      <name>NextAuth.js</name>
      <pros>Free, self-hosted, maximum control, widely adopted</pros>
      <cons>More setup work, you manage security updates, UI is DIY</cons>
    </option>
  </options>
  <resume-signal>Select: supabase, clerk, or nextauth</resume-signal>
</task>

Example: Database Selection

<task type="checkpoint:decision" gate="blocking">
  <decision>Select database for user data</decision>
  <context>
    App needs persistent storage for users, sessions, and user-generated content.
    Expected scale: 10k users, 1M records first year.
  </context>
  <options>
    <option id="supabase">
      <name>Supabase (Postgres)</name>
      <pros>Full SQL, generous free tier, built-in auth, real-time subscriptions</pros>
      <cons>Vendor lock-in for real-time features, less flexible than raw Postgres</cons>
    </option>
    <option id="planetscale">
      <name>PlanetScale (MySQL)</name>
      <pros>Serverless scaling, branching workflow, excellent DX</pros>
      <cons>MySQL not Postgres, no foreign keys in free tier</cons>
    </option>
    <option id="convex">
      <name>Convex</name>
      <pros>Real-time by default, TypeScript-native, automatic caching</pros>
      <cons>Newer platform, different mental model, less SQL flexibility</cons>
    </option>
  </options>
  <resume-signal>Select: supabase, planetscale, or convex</resume-signal>
</task>
## checkpoint:human-action (1% - Rare)

When: Action has NO CLI/API and requires human-only interaction, OR Claude hit an authentication gate during automation.

Use ONLY for:

  • Authentication gates - Claude tried CLI/API but needs credentials (this is NOT a failure)
  • Email verification links (clicking email)
  • SMS 2FA codes (phone verification)
  • Manual account approvals (platform requires human review)
  • Credit card 3D Secure flows (web-based payment authorization)
  • OAuth app approvals (web-based approval)

Do NOT use for pre-planned manual work:

  • Deploying (use CLI - auth gate if needed)
  • Creating webhooks/databases (use API/CLI - auth gate if needed)
  • Running builds/tests (use Bash tool)
  • Creating files (use Write tool)

Structure:

<task type="checkpoint:human-action" gate="blocking">
  <action>[What human must do - Claude already did everything automatable]</action>
  <instructions>
    [What Claude already automated]
    [The ONE thing requiring human action]
  </instructions>
  <verification>[What Claude can check afterward]</verification>
  <resume-signal>[How to continue]</resume-signal>
</task>

Example: Email Verification

<task type="auto">
  <name>Create SendGrid account via API</name>
  <action>Use SendGrid API to create subuser account with provided email. Request verification email.</action>
  <verify>API returns 201, account created</verify>
  <done>Account created, verification email sent</done>
</task>

<task type="checkpoint:human-action" gate="blocking">
  <action>Complete email verification for SendGrid account</action>
  <instructions>
    I created the account and requested verification email.
    Check your inbox for SendGrid verification link and click it.
  </instructions>
  <verification>SendGrid API key works: curl test succeeds</verification>
  <resume-signal>Type "done" when email verified</resume-signal>
</task>

Example: Authentication Gate (Dynamic Checkpoint)

<task type="auto">
  <name>Deploy to Vercel</name>
  <files>.vercel/, vercel.json</files>
  <action>Run `vercel --yes` to deploy</action>
  <verify>vercel ls shows deployment, fetch returns 200</verify>
</task>

<!-- If vercel returns "Error: Not authenticated", Claude creates checkpoint on the fly -->

<task type="checkpoint:human-action" gate="blocking">
  <action>Authenticate Vercel CLI so I can continue deployment</action>
  <instructions>
    I tried to deploy but got authentication error.
    Run: vercel login
    This will open your browser - complete the authentication flow.
  </instructions>
  <verification>vercel whoami returns your account email</verification>
  <resume-signal>Type "done" when authenticated</resume-signal>
</task>

<!-- After authentication, Claude retries the deployment -->

<task type="auto">
  <name>Retry Vercel deployment</name>
  <action>Run `vercel --yes` (now authenticated)</action>
  <verify>vercel ls shows deployment, fetch returns 200</verify>
</task>

Key distinction: Auth gates are created dynamically when Claude encounters auth errors. NOT pre-planned — Claude automates first, asks for credentials only when blocked. </checkpoint_types>

<execution_protocol>

When Claude encounters type="checkpoint:*":

  1. Stop immediately - do not proceed to next task
  2. Display checkpoint clearly using the format below
  3. Wait for user response - do not hallucinate completion
  4. Verify if possible - check files, run tests, whatever is specified
  5. Resume execution - continue to next task only after confirmation

For checkpoint:human-verify:

╔═══════════════════════════════════════════════════════╗
║  CHECKPOINT: Verification Required                    ║
╚═══════════════════════════════════════════════════════╝

Progress: 5/8 tasks complete
Task: Responsive dashboard layout

Built: Responsive dashboard at /dashboard

How to verify:
  1. Visit: http://localhost:3000/dashboard
  2. Desktop (>1024px): Sidebar visible, content fills remaining space
  3. Tablet (768px): Sidebar collapses to icons
  4. Mobile (375px): Sidebar hidden, hamburger menu appears

────────────────────────────────────────────────────────
→ YOUR ACTION: Type "approved" or describe issues
────────────────────────────────────────────────────────

For checkpoint:decision:

╔═══════════════════════════════════════════════════════╗
║  CHECKPOINT: Decision Required                        ║
╚═══════════════════════════════════════════════════════╝

Progress: 2/6 tasks complete
Task: Select authentication provider

Decision: Which auth provider should we use?

Context: Need user authentication. Three options with different tradeoffs.

Options:
  1. supabase - Built-in with our DB, free tier
     Pros: Row-level security integration, generous free tier
     Cons: Less customizable UI, ecosystem lock-in

  2. clerk - Best DX, paid after 10k users
     Pros: Beautiful pre-built UI, excellent documentation
     Cons: Vendor lock-in, pricing at scale

  3. nextauth - Self-hosted, maximum control
     Pros: Free, no vendor lock-in, widely adopted
     Cons: More setup work, DIY security updates

────────────────────────────────────────────────────────
→ YOUR ACTION: Select supabase, clerk, or nextauth
────────────────────────────────────────────────────────

For checkpoint:human-action:

╔═══════════════════════════════════════════════════════╗
║  CHECKPOINT: Action Required                          ║
╚═══════════════════════════════════════════════════════╝

Progress: 3/8 tasks complete
Task: Deploy to Vercel

Attempted: vercel --yes
Error: Not authenticated. Please run 'vercel login'

What you need to do:
  1. Run: vercel login
  2. Complete browser authentication when it opens
  3. Return here when done

I'll verify: vercel whoami returns your account

────────────────────────────────────────────────────────
→ YOUR ACTION: Type "done" when authenticated
────────────────────────────────────────────────────────

</execution_protocol>

<authentication_gates>

Auth gate = Claude tried CLI/API, got auth error. Not a failure — a gate requiring human input to unblock.

Pattern: Claude tries automation → auth error → creates checkpoint:human-action → user authenticates → Claude retries → continues

Gate protocol:

  1. Recognize it's not a failure - missing auth is expected
  2. Stop current task - don't retry repeatedly
  3. Create checkpoint:human-action dynamically
  4. Provide exact authentication steps
  5. Verify authentication works
  6. Retry the original task
  7. Continue normally

Key distinction:

  • Pre-planned checkpoint: "I need you to do X" (wrong - Claude should automate)
  • Auth gate: "I tried to automate X but need credentials" (correct - unblocks automation)

</authentication_gates>

<automation_reference>

The rule: If it has CLI/API, Claude does it. Never ask human to perform automatable work.

Service CLI Reference

Service CLI/API Key Commands Auth Gate
Vercel vercel --yes, env add, --prod, ls vercel login
Railway railway init, up, variables set railway login
Fly fly launch, deploy, secrets set fly auth login
Stripe stripe + API listen, trigger, API calls API key in .env
Supabase supabase init, link, db push, gen types supabase login
Upstash upstash redis create, redis get upstash auth login
PlanetScale pscale database create, branch create pscale auth login
GitHub gh repo create, pr create, secret set gh auth login
Node npm/pnpm install, run build, test, run dev N/A
Xcode xcodebuild -project, -scheme, build, test N/A
Convex npx convex dev, deploy, env set, env get npx convex login

Environment Variable Automation

Env files: Use Write/Edit tools. Never ask human to create .env manually.

Dashboard env vars via CLI:

Platform CLI Command Example
Convex npx convex env set npx convex env set OPENAI_API_KEY sk-...
Vercel vercel env add vercel env add STRIPE_KEY production
Railway railway variables set railway variables set API_KEY=value
Fly fly secrets set fly secrets set DATABASE_URL=...
Supabase supabase secrets set supabase secrets set MY_SECRET=value

Secret collection pattern:

<!-- WRONG: Asking user to add env vars in dashboard -->
<task type="checkpoint:human-action">
  <action>Add OPENAI_API_KEY to Convex dashboard</action>
  <instructions>Go to dashboard.convex.dev → Settings → Environment Variables → Add</instructions>
</task>

<!-- RIGHT: Claude asks for value, then adds via CLI -->
<task type="checkpoint:human-action">
  <action>Provide your OpenAI API key</action>
  <instructions>
    I need your OpenAI API key for Convex backend.
    Get it from: https://platform.openai.com/api-keys
    Paste the key (starts with sk-)
  </instructions>
  <verification>I'll add it via `npx convex env set` and verify</verification>
  <resume-signal>Paste your API key</resume-signal>
</task>

<task type="auto">
  <name>Configure OpenAI key in Convex</name>
  <action>Run `npx convex env set OPENAI_API_KEY {user-provided-key}`</action>
  <verify>`npx convex env get OPENAI_API_KEY` returns the key (masked)</verify>
</task>

Dev Server Automation

Framework Start Command Ready Signal Default URL
Next.js npm run dev "Ready in" or "started server" http://localhost:3000
Vite npm run dev "ready in" http://localhost:5173
Convex npx convex dev "Convex functions ready" N/A (backend only)
Express npm start "listening on port" http://localhost:3000
Django python manage.py runserver "Starting development server" http://localhost:8000

Server lifecycle:

# Run in background, capture PID
npm run dev &
DEV_SERVER_PID=$!

# Wait for ready (max 30s) — uses fetch() for cross-platform compatibility
timeout 30 bash -c 'until node -e "fetch(\"http://localhost:3000\").then(r=>{process.exit(r.ok?0:1)}).catch(()=>process.exit(1))" 2>/dev/null; do sleep 1; done'

Port conflicts: Kill stale process (lsof -ti:3000 | xargs kill) or use alternate port (--port 3001).

Server stays running through checkpoints. Only kill when plan complete, switching to production, or port needed for different service.

CLI Installation Handling

CLI Auto-install? Command
npm/pnpm/yarn No - ask user User chooses package manager
vercel Yes npm i -g vercel
gh (GitHub) Yes brew install gh (macOS) or apt install gh (Linux)
stripe Yes npm i -g stripe
supabase Yes npm i -g supabase
convex No - use npx npx convex (no install needed)
fly Yes brew install flyctl or curl installer
railway Yes npm i -g @railway/cli

Protocol: Try command → "command not found" → auto-installable? → yes: install silently, retry → no: checkpoint asking user to install.

Pre-Checkpoint Automation Failures

Failure Response
Server won't start Check error, fix issue, retry (don't proceed to checkpoint)
Port in use Kill stale process or use alternate port
Missing dependency Run npm install, retry
Build error Fix the error first (bug, not checkpoint issue)
Auth error Create auth gate checkpoint
Network timeout Retry with backoff, then checkpoint if persistent

Never present a checkpoint with broken verification environment. If the local server isn't responding, don't ask user to "visit localhost:3000".

Cross-platform note: Use node -e "fetch('http://localhost:3000').then(r=>console.log(r.status))" instead of curl for health checks. curl is broken on Windows MSYS/Git Bash due to SSL/path mangling issues.

<!-- WRONG: Checkpoint with broken environment -->
<task type="checkpoint:human-verify">
  <what-built>Dashboard (server failed to start)</what-built>
  <how-to-verify>Visit http://localhost:3000...</how-to-verify>
</task>

<!-- RIGHT: Fix first, then checkpoint -->
<task type="auto">
  <name>Fix server startup issue</name>
  <action>Investigate error, fix root cause, restart server</action>
  <verify>fetch http://localhost:3000 returns 200</verify>
</task>

<task type="checkpoint:human-verify">
  <what-built>Dashboard - server running at http://localhost:3000</what-built>
  <how-to-verify>Visit http://localhost:3000/dashboard...</how-to-verify>
</task>

Automatable Quick Reference

Action Automatable? Claude does it?
Deploy to Vercel Yes (vercel) YES
Create Stripe webhook Yes (API) YES
Write .env file Yes (Write tool) YES
Create Upstash DB Yes (upstash) YES
Run tests Yes (npm test) YES
Start dev server Yes (npm run dev) YES
Add env vars to Convex Yes (npx convex env set) YES
Add env vars to Vercel Yes (vercel env add) YES
Seed database Yes (CLI/API) YES
Click email verification link No NO
Enter credit card with 3DS No NO
Complete OAuth in browser No NO
Visually verify UI looks correct No NO
Test interactive user flows No NO

</automation_reference>

<writing_guidelines>

DO:

  • Automate everything with CLI/API before checkpoint
  • Be specific: "Visit https://myapp.vercel.app" not "check deployment"
  • Number verification steps
  • State expected outcomes: "You should see X"
  • Provide context: why this checkpoint exists

DON'T:

  • Ask human to do work Claude can automate ❌
  • Assume knowledge: "Configure the usual settings" ❌
  • Skip steps: "Set up database" (too vague) ❌
  • Mix multiple verifications in one checkpoint ❌

Placement:

  • After automation completes - not before Claude does the work
  • After UI buildout - before declaring phase complete
  • Before dependent work - decisions before implementation
  • At integration points - after configuring external services

Bad placement: Before automation ❌ | Too frequent ❌ | Too late (dependent tasks already needed the result) ❌ </writing_guidelines>

Example 1: Database Setup (No Checkpoint Needed)

<task type="auto">
  <name>Create Upstash Redis database</name>
  <files>.env</files>
  <action>
    1. Run `upstash redis create myapp-cache --region us-east-1`
    2. Capture connection URL from output
    3. Write to .env: UPSTASH_REDIS_URL={url}
    4. Verify connection with test command
  </action>
  <verify>
    - upstash redis list shows database
    - .env contains UPSTASH_REDIS_URL
    - Test connection succeeds
  </verify>
  <done>Redis database created and configured</done>
</task>

<!-- NO CHECKPOINT NEEDED - Claude automated everything and verified programmatically -->

Example 2: Full Auth Flow (Single checkpoint at end)

<task type="auto">
  <name>Create user schema</name>
  <files>src/db/schema.ts</files>
  <action>Define User, Session, Account tables with Drizzle ORM</action>
  <verify>npm run db:generate succeeds</verify>
</task>

<task type="auto">
  <name>Create auth API routes</name>
  <files>src/app/api/auth/[...nextauth]/route.ts</files>
  <action>Set up NextAuth with GitHub provider, JWT strategy</action>
  <verify>TypeScript compiles, no errors</verify>
</task>

<task type="auto">
  <name>Create login UI</name>
  <files>src/app/login/page.tsx, src/components/LoginButton.tsx</files>
  <action>Create login page with GitHub OAuth button</action>
  <verify>npm run build succeeds</verify>
</task>

<task type="auto">
  <name>Start dev server for auth testing</name>
  <action>Run `npm run dev` in background, wait for ready signal</action>
  <verify>fetch http://localhost:3000 returns 200</verify>
  <done>Dev server running at http://localhost:3000</done>
</task>

<!-- ONE checkpoint at end verifies the complete flow -->
<task type="checkpoint:human-verify" gate="blocking">
  <what-built>Complete authentication flow - dev server running at http://localhost:3000</what-built>
  <how-to-verify>
    1. Visit: http://localhost:3000/login
    2. Click "Sign in with GitHub"
    3. Complete GitHub OAuth flow
    4. Verify: Redirected to /dashboard, user name displayed
    5. Refresh page: Session persists
    6. Click logout: Session cleared
  </how-to-verify>
  <resume-signal>Type "approved" or describe issues</resume-signal>
</task>

<anti_patterns>

❌ BAD: Asking user to start dev server

<task type="checkpoint:human-verify" gate="blocking">
  <what-built>Dashboard component</what-built>
  <how-to-verify>
    1. Run: npm run dev
    2. Visit: http://localhost:3000/dashboard
    3. Check layout is correct
  </how-to-verify>
</task>

Why bad: Claude can run npm run dev. User should only visit URLs, not execute commands.

✅ GOOD: Claude starts server, user visits

<task type="auto">
  <name>Start dev server</name>
  <action>Run `npm run dev` in background</action>
  <verify>fetch http://localhost:3000 returns 200</verify>
</task>

<task type="checkpoint:human-verify" gate="blocking">
  <what-built>Dashboard at http://localhost:3000/dashboard (server running)</what-built>
  <how-to-verify>
    Visit http://localhost:3000/dashboard and verify:
    1. Layout matches design
    2. No console errors
  </how-to-verify>
</task>

❌ BAD: Asking human to deploy / ✅ GOOD: Claude automates

<!-- BAD: Asking user to deploy via dashboard -->
<task type="checkpoint:human-action" gate="blocking">
  <action>Deploy to Vercel</action>
  <instructions>Visit vercel.com/new → Import repo → Click Deploy → Copy URL</instructions>
</task>

<!-- GOOD: Claude deploys, user verifies -->
<task type="auto">
  <name>Deploy to Vercel</name>
  <action>Run `vercel --yes`. Capture URL.</action>
  <verify>vercel ls shows deployment, fetch returns 200</verify>
</task>

<task type="checkpoint:human-verify">
  <what-built>Deployed to {url}</what-built>
  <how-to-verify>Visit {url}, check homepage loads</how-to-verify>
  <resume-signal>Type "approved"</resume-signal>
</task>

❌ BAD: Too many checkpoints / ✅ GOOD: Single checkpoint

<!-- BAD: Checkpoint after every task -->
<task type="auto">Create schema</task>
<task type="checkpoint:human-verify">Check schema</task>
<task type="auto">Create API route</task>
<task type="checkpoint:human-verify">Check API</task>
<task type="auto">Create UI form</task>
<task type="checkpoint:human-verify">Check form</task>

<!-- GOOD: One checkpoint at end -->
<task type="auto">Create schema</task>
<task type="auto">Create API route</task>
<task type="auto">Create UI form</task>

<task type="checkpoint:human-verify">
  <what-built>Complete auth flow (schema + API + UI)</what-built>
  <how-to-verify>Test full flow: register, login, access protected page</how-to-verify>
  <resume-signal>Type "approved"</resume-signal>
</task>

❌ BAD: Vague verification / ✅ GOOD: Specific steps

<!-- BAD -->
<task type="checkpoint:human-verify">
  <what-built>Dashboard</what-built>
  <how-to-verify>Check it works</how-to-verify>
</task>

<!-- GOOD -->
<task type="checkpoint:human-verify">
  <what-built>Responsive dashboard - server running at http://localhost:3000</what-built>
  <how-to-verify>
    Visit http://localhost:3000/dashboard and verify:
    1. Desktop (>1024px): Sidebar visible, content area fills remaining space
    2. Tablet (768px): Sidebar collapses to icons
    3. Mobile (375px): Sidebar hidden, hamburger menu in header
    4. No horizontal scroll at any size
  </how-to-verify>
  <resume-signal>Type "approved" or describe layout issues</resume-signal>
</task>

❌ BAD: Asking user to run CLI commands

<task type="checkpoint:human-action">
  <action>Run database migrations</action>
  <instructions>Run: npx prisma migrate deploy && npx prisma db seed</instructions>
</task>

Why bad: Claude can run these commands. User should never execute CLI commands.

❌ BAD: Asking user to copy values between services

<task type="checkpoint:human-action">
  <action>Configure webhook URL in Stripe</action>
  <instructions>Copy deployment URL → Stripe Dashboard → Webhooks → Add endpoint → Copy secret → Add to .env</instructions>
</task>

Why bad: Stripe has an API. Claude should create the webhook via API and write to .env directly.

</anti_patterns>

## checkpoint:tdd-review (TDD Mode Only)

When: All waves in a phase complete and workflow.tdd_mode is enabled. Inserted by the execute-phase orchestrator after aggregate_results.

Purpose: Collaborative review of TDD gate compliance across all type: tdd plans in the phase. Advisory — does not block execution.

Use for:

  • Verifying RED/GREEN/REFACTOR commit sequence for each TDD plan
  • Surfacing gate violations (missing RED or GREEN commits)
  • Reviewing test quality (tests fail for the right reason)
  • Confirming minimal GREEN implementations

Structure:

<task type="checkpoint:tdd-review" gate="advisory">
  <what-checked>TDD gate compliance for {count} plans in Phase {X}</what-checked>
  <gate-results>
    | Plan | RED | GREEN | REFACTOR | Status |
    |------|-----|-------|----------|--------|
    | {id} |  ✓  |   ✓   |    ✓     | Pass   |
  </gate-results>
  <violations>[List of gate violations, or "None"]</violations>
  <resume-signal>Review complete — proceed to phase verification</resume-signal>
</task>

Auto-mode behavior: When workflow._auto_chain_active or workflow.auto_advance is true, the TDD review checkpoint auto-approves (advisory gate — never blocks).

Checkpoints formalize human-in-the-loop points for verification and decisions, not manual work.

The golden rule: If Claude CAN automate it, Claude MUST automate it.

Checkpoint priority:

  1. checkpoint:human-verify (90%) - Claude automated everything, human confirms visual/functional correctness
  2. checkpoint:decision (9%) - Human makes architectural/technology choices
  3. checkpoint:human-action (1%) - Truly unavoidable manual steps with no API/CLI

When NOT to use checkpoints:

  • Things Claude can verify programmatically (tests, builds)
  • File operations (Claude can read files)
  • Code correctness (tests and static analysis)
  • Anything automatable via CLI/API