---
phase: 01.4-enrich-checkpoint-workflow
plan: 01
type: execute
wave: 1
depends_on: []
files_modified:
  - src/gsd_lite/template/WORK.md
  - src/gsd_lite/template/workflows/checkpoint.md
autonomous: true

must_haves:
  truths:
    - "Fresh agent can resume multi-session work in 30 seconds by reading Current Understanding section"
    - "Session logs capture all work types (vision, decisions, plans, execution, blockers) with type tags"
    - "WORK.md semantic fits moodboard/whiteboard/execution modes (not just execution)"
  artifacts:
    - path: "src/gsd_lite/template/WORK.md"
      provides: "Current Understanding section + type-tagged session log structure"
      contains: "<current_state>"
      min_lines: 80
    - path: "src/gsd_lite/template/workflows/checkpoint.md"
      provides: "Instructions for updating Current Understanding at checkpoint time"
      contains: "Current Understanding"
      min_lines: 300
  key_links:
    - from: "src/gsd_lite/template/workflows/checkpoint.md"
      to: "Current Understanding section structure"
      via: "checkpoint protocol instructions"
      pattern: "Current Understanding"
---

<objective>
Enrich WORK.md template with Current Understanding section and type-tagged session log structure, then update checkpoint workflow to instruct agents on maintaining Current Understanding for fresh agent resume.

Purpose: Enable fresh agents to resume multi-session work in 30 seconds without re-reading entire WORK.md log. Broadens WORK.md semantic from "execution log" to "session work log" fitting all workflow modes.

Output: Updated WORK.md template with hybrid narrative+log structure, updated checkpoint.md with Current Understanding maintenance instructions.
</objective>

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

<context>
@.planning/PROJECT.md
@.planning/ROADMAP.md
@.planning/STATE.md
@.planning/phases/01.4-enrich-checkpoint-workflow/01.4-CONTEXT.md
@.planning/phases/01.4-enrich-checkpoint-workflow/01.4-RESEARCH.md
</context>

<tasks>

<task type="auto">
  <name>Task 1: Update WORK.md template with Current Understanding and type-tagged session log</name>
  <files>src/gsd_lite/template/WORK.md</files>
  <action>
Update WORK.md template to broaden semantic from "execution log" to "session work log" with hybrid narrative+log structure.

**Structure:**
1. Header comment explaining "Session Work Log" semantic (captures all modes: moodboard, whiteboard, execution)
2. Ephemeral warning (unchanged)
3. **Current Understanding section** (NEW):
   - Five XML sections: current_state, vision, decisions, blockers, next_action
   - Follow OG GSD pause-work pattern from RESEARCH.md
   - Add inline comments explaining 30-second resume goal
   - Example content showing concrete state (not jargon)
4. Horizontal rule separator
5. **Session Log (Chronological)** section (RENAMED from "Execution Log"):
   - Type-tagged entries: [VISION], [DECISION], [PLAN], [EXEC], [BLOCKER]
   - Entry format: timestamp + tag + brief description + details (3-8 lines)
   - Examples for each tag type from RESEARCH.md Architecture Patterns

**Inline comments:**
- Explain when to update Current Understanding (at checkpoint time)
- Explain type tag meanings and when to use each
- Clarify WORK.md vs STATE.md distinction (HOW vs WHERE)
- Note WORK.md lifecycle (survives checkpoints, deleted on promotion)

**Reference:** RESEARCH.md "Recommended WORK.md Structure (Enriched)" section for exact format.

**Avoid:** Don't use ASCII art (Phase 1.3 decision - use markdown headers only).
  </action>
  <verify>
Read updated WORK.md template and check:
- [ ] Contains "Current Understanding" section with 5 XML parts
- [ ] Session Log section renamed (not "Execution Log")
- [ ] Type tags documented: [VISION], [DECISION], [PLAN], [EXEC], [BLOCKER]
- [ ] Examples show concrete content (not vague placeholders)
- [ ] Inline comments explain when/how to use structure
  </verify>
  <done>
WORK.md template provides hybrid narrative+log structure with Current Understanding section readable in 30 seconds, type-tagged session log supporting all workflow modes, and clear inline guidance on usage.
  </done>
</task>

<task type="auto">
  <name>Task 2: Update checkpoint.md workflow with Current Understanding maintenance</name>
  <files>src/gsd_lite/template/workflows/checkpoint.md</files>
  <action>
Update checkpoint.md workflow to instruct agents on maintaining Current Understanding section at checkpoint time.

**Changes:**

1. **Step 1 (Update STATE.md)** - Unchanged, remains first step

2. **Step 1.5 (NEW): Update Current Understanding in WORK.md**
   - Add new step BEFORE "Step 2: Preserve WORK.md"
   - Instructions:
     * Read current WORK.md session log
     * Update Current Understanding section with end-of-session state
     * Five sections: current_state (where are we), vision (what user wants), decisions (key choices + rationale), blockers (open questions), next_action (specific first action)
     * Target 30-second readability for fresh agent
     * Use concrete examples, avoid jargon
   - Example showing before/after Current Understanding update
   - Reference RESEARCH.md "Pattern 1: Current Understanding Section" for structure

3. **Step 2 (Preserve WORK.md)** - Rename to clarify preservation includes updated Current Understanding
   - Add note: "Current Understanding now reflects end-of-session state for fresh agent resume"

4. **Checkpoint vs Promotion table** - Add row:
   - "Current Understanding" | "Updated to end-of-session state" | "N/A (WORK.md deleted)"

5. **Common Pitfalls section** - Add:
   - "Current Understanding drift" - Update at checkpoint time, not mid-session
   - "Jargon in Current Understanding" - Use concrete facts, avoid "as discussed"

**Reference:** RESEARCH.md "Common Pitfalls" section for anti-patterns.

**Avoid:** Don't create ASCII diagrams (existing mermaid diagrams are correct).
  </action>
  <verify>
Read updated checkpoint.md and check:
- [ ] New step for updating Current Understanding exists
- [ ] Step instructs updating at checkpoint time (not every turn)
- [ ] Example shows concrete Current Understanding content
- [ ] Pitfalls section includes Current Understanding anti-patterns
- [ ] Checkpoint vs Promotion table updated
  </verify>
  <done>
checkpoint.md workflow instructs agents to update Current Understanding section at checkpoint time with concrete, jargon-free content enabling fresh agent resume in 30 seconds. Anti-patterns documented to prevent drift and vagueness.
  </done>
</task>

</tasks>

<verification>
After completing both tasks:

1. Read WORK.md template - verify Current Understanding structure matches RESEARCH.md recommendations
2. Read checkpoint.md workflow - verify Current Understanding update step is clear and actionable
3. Check file sizes - WORK.md should be ~80+ lines, checkpoint.md should be ~360+ lines
4. Verify type tags documented in WORK.md: [VISION], [DECISION], [PLAN], [EXEC], [BLOCKER]
5. Verify no ASCII art introduced (markdown headers + mermaid only)
</verification>

<success_criteria>
1. WORK.md template has Current Understanding section with 5 XML parts following OG GSD pause-work pattern
2. WORK.md template has type-tagged session log format supporting all workflow modes
3. checkpoint.md instructs updating Current Understanding at checkpoint time
4. Fresh agent can read Current Understanding section and resume work in 30 seconds
5. All inline comments explain when/how to use new structures
</success_criteria>

<output>
After completion, create `.planning/phases/01.4-enrich-checkpoint-workflow/01.4-01-SUMMARY.md`
</output>
