Initial commit: Clean DSS implementation
Migrated from design-system-swarm with fresh git history.
Old project history preserved in /home/overbits/apps/design-system-swarm
Core components:
- MCP Server (Python FastAPI with mcp 1.23.1)
- Claude Plugin (agents, commands, skills, strategies, hooks, core)
- DSS Backend (dss-mvp1 - token translation, Figma sync)
- Admin UI (Node.js/React)
- Server (Node.js/Express)
- Storybook integration (dss-mvp1/.storybook)
Self-contained configuration:
- All paths relative or use DSS_BASE_PATH=/home/overbits/dss
- PYTHONPATH configured for dss-mvp1 and dss-claude-plugin
- .env file with all configuration
- Claude plugin uses ${CLAUDE_PLUGIN_ROOT} for portability
Migration completed: $(date)
🤖 Clean migration with full functionality preserved
This commit is contained in:
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.knowledge/adrs/archived/operational/EXECUTION_CHECKLIST.md
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.knowledge/adrs/archived/operational/EXECUTION_CHECKLIST.md
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# DSS Principles Pilot - Execution Checklist
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**Status**: All operational documents ready for customization and execution
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**Target Launch**: This week (by Friday 12/12/2025)
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**Pilot Project**: dss_sync_figma
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**Pilot Duration**: 4 weeks (Week 1-4 of December 2025)
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---
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## ✅ Phase 1: Preparation (You Are Here)
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All foundational documents have been created and are ready for customization with your team-specific details.
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### Documents in `.knowledge/adrs/`:
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**Core Resources** (no customization needed):
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- [x] `000-template.md` - Reusable ADR template with YAML frontmatter
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- [x] `001-use-markdown-adrs-for-dss-architecture-decisions.md` - Meta-ADR explaining the decision to use ADRs
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- [x] `README.md` - Team guide on creating and using ADRs
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**Operational Execution Documents** (customize with [PLACEHOLDERS]):
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- [x] `SLACK_ANNOUNCEMENT_TEMPLATE.md` - Two versions (short & long) ready to post
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- [x] `KICKOFF_AGENDA.md` - 30-minute meeting script with full talking points
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- [x] `FACILITATOR_GUIDE.md` - Detailed guide for running the kickoff meeting
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- [x] `PR_TEMPLATE_UPDATE.md` - How to add DSS Principles Check to your PR template
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**This Checklist**:
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- [x] `EXECUTION_CHECKLIST.md` - You are here
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---
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## Phase 2: Customization (What You Do Next)
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Before launching the pilot, customize these documents with your team-specific details:
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### Step 1: Prepare Team Information
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- [ ] **Identify pilot team members**: Who are the 3 people on dss_sync_figma who'll be test partners?
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- Person 1: [NAME]
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- Person 2: [NAME]
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- Person 3: [NAME]
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- [ ] **Schedule kickoff meeting**: Pick a time this week
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- **Day**: [DAY - e.g., Thursday]
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- **Date**: [DATE - e.g., Dec 12]
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- **Time**: [TIME - e.g., 2:00 PM] (30 minutes)
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- **Location**: [LOCATION - Zoom link or conference room]
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### Step 2: Customize Slack Announcement
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- [ ] Open `SLACK_ANNOUNCEMENT_TEMPLATE.md`
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- [ ] Fill in all [PLACEHOLDERS]:
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- `[YOUR_TEAM_SLACK_CHANNEL]` - Where to post the message
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- `[PILOT_TEAM_MEMBER_1], [PILOT_TEAM_MEMBER_2], [PILOT_TEAM_MEMBER_3]` - Actual names
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- `[DAY], [DATE], [TIME]` - Your kickoff meeting details
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- [ ] **Post to Slack**: 24-48 hours before kickoff meeting
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- Suggested: Post on Tuesday 12/10 if kickoff is Thursday 12/12
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- Use short version (150 words) unless team prefers detailed context
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- [ ] Copy-paste the post-kickoff follow-up message somewhere safe for use after meeting
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### Step 3: Customize Kickoff Agenda
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- [ ] Open `KICKOFF_AGENDA.md`
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- [ ] Fill in [PLACEHOLDERS]:
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- `[DATE]` - Kickoff date
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- `[TIME]` - Start and end time
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- `[LOCATION]` - Zoom link or room number
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- `[PILOT TEAM NAMES]` - Your 3 pilot team members
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- `[FACILITATOR NAME]` - Person running the meeting
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- [ ] Print this or keep it open on a separate screen during the meeting (it's your reference)
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### Step 4: Prepare Facilitator Guide
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- [ ] Open `FACILITATOR_GUIDE.md`
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- [ ] Fill in [PLACEHOLDERS]:
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- `[YOUR NAME]` - Your name as facilitator
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- `[TEAM MEMBERS]` - Names of pilot team
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- `[DATE & TIME]` - Meeting details
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- `[TEAM MEMBERS]` - (again in places)
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- [ ] **Read through the entire guide** (2,500+ lines)
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- Special focus on:
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- Pre-Meeting Checklist (line 11-25) — Complete all items before meeting
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- Section 3: The "First Pancake" (line 145-179) — This is the meeting centerpiece
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- Common Concerns table (line 218-227) — Prepare your responses
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- [ ] Set up screen share tools and test them (if running meeting remotely)
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- [ ] Have `.knowledge/adrs/` directory open and ready to screen share
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### Step 5: Update PR Template
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- [ ] Open `PR_TEMPLATE_UPDATE.md`
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- [ ] Locate your project's PR template (likely `.github/pull_request_template.md`)
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- [ ] Copy the "DSS Principles Check" section from PR_TEMPLATE_UPDATE.md
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- [ ] Add it to your PR template **before the Checklist section**
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- [ ] Commit the change to git
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- [ ] Verify it appears on a test PR draft (optional, but recommended)
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### Step 6: Pre-Meeting Checklist (Run Day-of or Day-Before)
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From `FACILITATOR_GUIDE.md` lines 11-25:
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- [ ] Review `KICKOFF_AGENDA.md` (this is your script)
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- [ ] Have `.knowledge/adrs/` open and ready to screen share
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- [ ] Open three key files in editor tabs:
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- `000-template.md` (the template)
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- `001-use-markdown-adrs-for-dss-architecture-decisions.md` (the meta-ADR)
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- Your project's updated PR template
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- [ ] Have 2-3 example decisions in mind from dss_sync_figma (for "First Pancake" fallback):
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- Example 1: [DECISION - e.g., "How will you handle Figma API token storage?"]
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- Example 2: [DECISION - e.g., "What's your caching strategy for Figma data?"]
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- Example 3: [DECISION - e.g., "Which async library will you use in Python?"]
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- [ ] Test your screen share setup (Zoom, Teams, or in-person projector)
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- [ ] Print or open the agenda for reference
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- [ ] Set a 30-minute timer (hard stop—don't let this run over)
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---
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## Phase 3: Execution (Week 1 of Pilot)
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### Day 1-2: Announcement
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- [ ] Post customized Slack announcement to team channel
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- Tag the pilot team members to notify them
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- Include link to `.knowledge/adrs/README.md`
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### Day 2-3: Pre-Meeting Prep
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- [ ] Send meeting invite to pilot team with:
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- Date/time/location
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- Zoom link (if remote)
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- Calendar note: "30-minute kickoff for ADR pilot — we'll write your first ADR together"
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- [ ] Complete "Pre-Meeting Checklist" (above)
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- [ ] Mentally prepare your talking points
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### Day 3-4: Kickoff Meeting
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- [ ] Run the 30-minute kickoff meeting using `KICKOFF_AGENDA.md` + `FACILITATOR_GUIDE.md`
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- Section 1: The "Why" (5 min)
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- Section 2: The "How" (10 min) — Live demo
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- Section 3: The "First Pancake" (10 min) — Write ADR together
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- Section 4: The "Ask" & Next Steps (5 min)
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- [ ] Capture the "First Pancake" ADR (save as `002-[title].md` if consensus reached)
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- [ ] Note any concerns or questions raised
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### Day 4-5: Post-Meeting Followup
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- [ ] Send post-meeting Slack message (template in `SLACK_ANNOUNCEMENT_TEMPLATE.md`, lines 98-114)
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- Recap what you covered
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- Remind about next steps (create 1-3 ADRs)
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- Offer to answer questions
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- [ ] Create calendar invites for:
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- Week 2-3 check-ins (informal, async or 15-min sync)
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- Week 4 retrospective (30 minutes)
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- [ ] Add pilot team to optional Slack thread or workspace for async updates
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---
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## Phase 3: Piloting (Weeks 2-4)
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### Weeks 2-3: ADR Creation
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- [ ] Pilot team creates 1-3 ADRs for significant dss_sync_figma decisions
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- They use `000-template.md` as reference
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- They link ADRs in PRs using updated PR template
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- [ ] **Facilitator check-in** (informal):
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- Week 2: Brief message asking "How's it going? Any friction?"
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- Week 3: Follow-up if there were concerns
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### Week 4: Retrospective
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- [ ] Schedule 30-minute retrospective with pilot team
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- [ ] Use retrospective questions:
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- ✅ What worked? Did ADRs help capture decisions?
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- ❌ What didn't work? Did it feel burdensome?
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- 🔄 What should change before we roll this out broader?
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- 💡 Would you recommend this for other teams?
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- [ ] Document feedback
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- [ ] Decide: Refine, expand, or pause the ADR approach?
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---
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## Critical Success Factors
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### For the Kickoff Meeting:
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- ✅ **Live demo**: Don't just talk about templates; show them on screen
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- ✅ **"First Pancake" exercise**: Write an ADR together in real-time (10 min)
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- ✅ **Keep it brief**: Template is tiny; process is lightweight; avoid over-explaining
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- ✅ **Honest tone**: "We're experimenting together"—not "here's the new mandate"
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- ✅ **Respect their time**: 30 minutes, period. Don't run over
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### For Adoption:
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- ✅ **Lightness**: ADRs should take 15 minutes max
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- ✅ **Clarity**: Only significant decisions (not every PR)
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- ✅ **Autonomy**: "Create 1-3 ADRs" is invitation, not requirement
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- ✅ **Feedback culture**: Gather honest feedback; be willing to adjust
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---
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## Contingencies
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### If Team is Skeptical During Meeting:
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- Reference the Common Concerns table in `FACILITATOR_GUIDE.md` (lines 218-227)
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- Use concrete examples from dss_sync_figma
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- Emphasize: "We're testing this. Your honest feedback is what makes it work."
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### If Time Runs Short:
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From `FACILITATOR_GUIDE.md` (lines 240-246):
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Priorities (in order):
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1. **Never skip the "First Pancake"** (Section 3) — This is the proof point
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2. Cut "Show the meta-ADR" if needed — Just say "look at 001 in the repo"
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3. Keep "Why" concise — Move to the demo
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4. **End on time** — Respect their calendar
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### If Pilot Team Doesn't Create ADRs:
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- This is valid feedback: the process might be too heavy or not solving a real problem
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- Don't force it; capture the feedback in retrospective
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- Use Week 4 retro to understand why and adjust
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---
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## File Location Quick Reference
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All ADR-related files are in: **`.knowledge/adrs/`**
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| File | Purpose | Who Reads? |
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|------|---------|-----------|
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| `000-template.md` | ADR template to copy | Pilot team (when creating ADRs) |
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| `001-use-markdown-adrs-for-dss-architecture-decisions.md` | Meta-ADR explaining why we use ADRs | Pilot team (during kickoff) |
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| `README.md` | Guide on creating & using ADRs | Anyone creating ADRs |
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| `SLACK_ANNOUNCEMENT_TEMPLATE.md` | Message to post to team | You (customize & post) |
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| `KICKOFF_AGENDA.md` | Meeting agenda + talking points | You + Facilitator (reference during meeting) |
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| `FACILITATOR_GUIDE.md` | Detailed facilitator script | Facilitator (read fully before meeting) |
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| `PR_TEMPLATE_UPDATE.md` | How to integrate ADRs into PRs | You (customize your PR template) |
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| `EXECUTION_CHECKLIST.md` | This document | You (reference as you prep) |
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---
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## Sign-Off Checklist
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Before claiming you're ready to launch:
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- [ ] All pilot team members identified and briefed
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- [ ] Kickoff meeting scheduled
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- [ ] Slack announcement customized and saved (ready to post)
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- [ ] Kickoff agenda & facilitator guide reviewed and customized
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- [ ] PR template updated and committed to git
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- [ ] Pre-meeting checklist items planned (screen share, tabs, timer, etc.)
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- [ ] Example dss_sync_figma decisions identified for "First Pancake" fallback
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- [ ] Calendar invites created for retrospective (Week 4)
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---
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## What Happens Next (After Pilot)
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**Month 1 Outcome** (Week 4 Retrospective):
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- You'll have real feedback on whether ADRs are valuable
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- You'll understand what needs to change for broader adoption
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- You'll decide: refine, expand, or pivot
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**Month 2-3** (If retrospective is positive):
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- Share learnings with broader team (tech talk with pilot team as speakers)
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- Encourage other teams to try ADRs
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- Build simple tooling (e.g., grep queries, dashboard)
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**Year 2+**:
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- Automated ADR discovery and queries
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- Dashboards showing principle adoption
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- MCP tools that suggest decisions based on code changes
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---
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## Questions or Issues?
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Refer to the relevant document:
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- **How do I run the meeting?** → `FACILITATOR_GUIDE.md`
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- **What should I tell the team?** → `SLACK_ANNOUNCEMENT_TEMPLATE.md`
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- **What's the ADR format?** → `000-template.md` or `README.md`
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- **How do I integrate with PRs?** → `PR_TEMPLATE_UPDATE.md`
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- **Why are we doing this?** → `001-use-markdown-adrs-for-dss-architecture-decisions.md`
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---
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**Document Status**: Ready for execution
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**Created**: 2025-12-08
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**Pilot Team**: dss_sync_figma (identified by you)
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**Target Launch**: This week
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**Next Milestone**: Kickoff meeting (30 min)
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