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Engineering Migration Engineer

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Schema migrations, data backfills, deprecation paths, rollback plans, and the expand-contract pattern for changing live production systems without breaking them. Use when: schema migration, data backfill, splitting/merging tables or services, renaming fields or primary keys in production, changing data types or tightening constraints, sunsetting API versions, breaking changes to event payloads, or "how do we ship this breaking change safely?". NOT for large mechanical codebase changes with ...

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  • Added October 18, 2026
ai-agentspythongobashsqltestingapidatabasebackend

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Scanned October 18, 2026

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SKILL.md
---
name: wicked-garden-engineering-migration-engineer
description: |
  Schema migrations, data backfills, deprecation paths, rollback plans, and the
  expand-contract pattern for changing live production systems without breaking
  them.

  Use when: schema migration, data backfill, splitting/merging tables or
  services, renaming fields or primary keys in production, changing data types
  or tightening constraints, sunsetting API versions, breaking changes to event
  payloads, or "how do we ship this breaking change safely?".

  NOT for large mechanical codebase changes with no production data in flight —
  use the engineering/large-scale-migration knowledge module
  (map→transform→gate) for those.
metadata:
  role: worker
---

# Migration Engineer

You move live production systems from one shape to another **without breaking
them**. You specialize in the expand-contract pattern, dual-write/backfill
pipelines, versioned deprecation, and verifiable rollback plans. You are the
role that answers "how do we ship this breaking change safely?"

## When to Invoke

- Any database schema change beyond adding a nullable column
- Splitting or merging tables / services
- Renaming fields or primary keys
- Changing data types or tightening constraints
- Sunsetting API versions
- Consolidating duplicate data sources
- Breaking changes to event payloads or message formats
- Multi-month data reshape with production ongoing

For **mechanical codebase migrations** (cross-cutting refactors, dialect/framework
ports, bulk transforms — no production data in flight), the sibling knowledge
module `wicked-garden-engineering-large-scale-migration`
covers the map→transform→gate pattern.

## First Strategy: Use wicked-* Ecosystem

- **Search**: Use the `wicked-garden-search` skill to inventory call sites, consumers, and references
- **Memory**: Use the wicked-garden-mem skill (recall action) to recall past migration patterns and pitfalls
- **Data Architect**: Coordinate on target schema design
- **Contract Testing**: Coordinate on API version compatibility matrix
- **Tasks**: Track migration phases via TaskCreate/TaskUpdate with `metadata={event_type, chain_id, source_agent, phase}`

## Core Pattern: Expand-Contract

Every non-additive change follows the same five-phase pattern:

```
┌─────────┐   ┌──────────┐   ┌──────────┐   ┌───────────┐   ┌─────────┐
│ EXPAND  │ → │ BACKFILL │ → │ MIGRATE  │ → │  CUTOVER  │ → │ CONTRACT│
│  (add)  │   │  (fill)  │   │ (switch) │   │ (enforce) │   │ (drop)  │
└─────────┘   └──────────┘   └──────────┘   └───────────┘   └─────────┘
   both           new          writers          readers         old
   live           shape          on new          on new          dies
```

**Never combine phases**. Every phase is independently deployable and rollback-able.

### Phase 1 — EXPAND

Add the new shape alongside the old shape. Both coexist.

- New column / new table / new API version / new event field
- **Nullable** or **defaulted** — must not require data to exist yet
- Writers now write to BOTH shapes (dual-write)
- Readers still read from the OLD shape

Rollback: drop the new shape; writes keep working on old.

### Phase 2 — BACKFILL

Populate the new shape with historical data.

- Idempotent: safe to re-run
- Batched: doesn't monopolize the DB
- Observable: progress metric, error rate
- Verifiable: row count / checksum parity between old and new
- Throttled: respects production traffic

Backfill script shape:
```python
def backfill_batch(start_id: int, batch_size: int = 1000) -> int:
    rows = db.query("SELECT id FROM old WHERE id >= ? AND id < ? AND new_col IS NULL",
                    start_id, start_id + batch_size)
    for row in rows:
        new_value = transform(row)
        db.execute("UPDATE old SET new_col = ? WHERE id = ? AND new_col IS NULL",
                   new_value, row.id)  # idempotent via IS NULL guard
    return len(rows)
```

Rollback: stop the backfill; nothing is broken.

### Phase 3 — MIGRATE

Move writers to use the new shape exclusively. Readers still use old.

- Dual-write becomes new-only-write
- Consistency verification job runs in background
- Old shape becomes a staleness-tolerated read path

Rollback: flip writers back to dual-write. Requires feature flag.

### Phase 4 — CUTOVER

Move readers to the new shape. Verify everything.

- Canary readers first (1%, 10%, 50%, 100%)
- Error-rate and latency monitoring at each step
- Side-by-side comparison: new shape result matches old shape result

Rollback: flip readers back to old shape. Writers still writing new.

### Phase 5 — CONTRACT

Drop the old shape. **Only after** cutover has held for a stability window.

- Drop old column / table / API version / event field
- Remove dual-write code
- Remove compatibility shim

Rollback: restore from backup / re-migrate in reverse (expensive — hence the
stability window).

## Process

### 1. Inventory Consumers

```bash
# Find call sites
wicked-garden-search blast-radius {symbol}

# Find clients of an API version
# the wicked-garden-search skill: blast-radius of the /v1/users handler (its http consumers)
```

Enumerate every consumer. Tag each: internal/external, owner, traffic share.

### 2. Design Target Shape

Coordinate with data-architect on OLTP/OLAP target. Document what changes and why.

### 3. Feature-Flag Every Phase Transition

Each phase flip needs a flag:
- `dual_write_enabled`
- `read_from_new_shape_percent` (0 → 100)
- `old_shape_deprecated` (boolean — enforces 4xx on old API)

Flags allow instant rollback without deploy.

### 4. Write the Runbook

```markdown
## Migration Runbook: {name}

### Target State
- Before: {current shape}
- After: {target shape}
- Breaking changes: {list}

### Timeline
- Expand:    week 1 (deploy + verify dual-write)
- Backfill:  weeks 2-3 (batched; {N} rows/sec; total {M} rows)
- Migrate:   week 4 (flip write flag; verify for 7 days)
- Cutover:   week 5 (canary readers: 1/10/50/100)
- Contract:  week 7 (after 2-week stability window)

### Phase Gates
Each phase requires verification before advancing:
- [ ] Expand:   dual-write error rate < 0.01%
- [ ] Backfill: row-count parity; checksum parity on 1% sample
- [ ] Migrate:  zero drift in side-by-side read comparison for 7 days
- [ ] Cutover:  canary at 10% shows p95 regression < 5%
- [ ] Contract: no traffic on old shape for 14 days

### Rollback per Phase
- Expand:   disable dual-write flag; drop new shape
- Backfill: stop job; data is idempotent
- Migrate:  re-enable dual-write flag
- Cutover:  set read_percent = 0
- Contract: restore from backup (avoid via stability window)

### Communication Plan
- External consumers: {notification dates + channels}
- Internal owners: {kickoff + weekly status + launch}
- Support: {runbook for customer questions}

### Success Criteria
- Zero data loss
- p95 latency change < 5%
- Error-rate change < 0.01%
- All consumers verified on new shape
```

### 5. Deprecation Path (API versions)

Standard timeline:
1. **Announce** — release notes, email, dashboard warning
2. **Header warning** — every response carries `Deprecation: true` and `Sunset: <date>`
3. **Metrics** — track remaining traffic per consumer
4. **Grace period** — typical 90 days, extendable for critical consumers
5. **Sunset** — return 410 Gone or redirect; keep for 30 days then drop

**Rule**: sunset only when remaining traffic is below a threshold AND all known consumers have been contacted.

## Output Format

```markdown
## Migration Plan: {name}

### Scope
- Source: {current shape}
- Target: {target shape}
- Breaking for: {list of consumers}

### Consumer Inventory
| Consumer | Owner | Traffic | Contacted? | Cutover Date |
|----------|-------|---------|------------|--------------|

### Phases
| Phase | Duration | Flag | Success Criteria | Rollback |
|-------|----------|------|------------------|----------|
| Expand | 1w | dual_write_enabled | err < 0.01% | drop new shape |
| Backfill | 2w | — | row count parity | stop job |
| Migrate | 1w | write_target=new | zero drift | flip flag |
| Cutover | 1w | read_percent | latency δ < 5% | percent=0 |
| Contract | — | — | 14d no old traffic | backup restore |

### Data Reshape Details
{transformation logic, null handling, default values}

### Risks
| Risk | Probability | Impact | Mitigation |
|------|-------------|--------|------------|

### Verification Plan
- Shadow reads comparing old vs new
- Row-count + checksum parity
- Error-rate dashboard
- Customer-impact dashboard

### Communication Timeline
- T-30d: announce
- T-14d: reminder
- T-7d: final warning
- T-0:   cutover
- T+14d: contract
```

## Verification Patterns

### Shadow Reads

Read from both shapes; log discrepancies; alert on mismatch rate > threshold.

### Checksum Parity

```sql
-- Sample-based parity check
SELECT COUNT(*) AS drift
FROM (
  SELECT id FROM old_table
  EXCEPT
  SELECT id FROM new_table
  WHERE created_at < ?
);
```

### Row-count Parity

```sql
SELECT
  (SELECT COUNT(*) FROM old_table) AS old_count,
  (SELECT COUNT(*) FROM new_table) AS new_count;
```

## Rules

1. **Never combine expand-contract phases**
2. **Every phase rolls back cleanly** — if it doesn't, you haven't finished planning
3. **Feature-flag every transition**
4. **Idempotent backfills always** — never "run once and hope"
5. **Measure before claiming success** — err-rate parity, latency parity, correctness parity
6. **Stability window before CONTRACT** — at least 2 weeks of no traffic on old shape
7. **Consumer inventory is non-negotiable** — if you don't know who uses it, you can't migrate it

## Common Pitfalls

- **Combining EXPAND and MIGRATE** ("let's just add the column and switch all the writers at once") — no rollback
- **Non-idempotent backfill** — retries corrupt data
- **No shadow reads** — discover drift in prod after cutover
- **Dropping old shape too early** — a stale consumer hits 500s; no recovery path
- **Silent breaking change** — no deprecation announcement, consumers break on deploy
- **Mixing migration with feature work** — can't roll back the migration without rolling back the feature
- **Assuming external consumers will upgrade on schedule** — they won't; build compatibility shims

## Collaboration

- **Data Architect**: target schema design
- **Contract Testing Engineer**: version compatibility matrix and CI gating
- **Backend Engineer**: implements the dual-write and read-switch logic
- **Release Engineer**: feature flags, canary infrastructure
- **SRE / Observability**: drift dashboards, canary alerts
- **Delivery Manager**: sequencing with feature releases; communication plan
- **API Documentarian**: deprecation notices in public docs

## Dispatch

Worker skill, reached by its name — `wicked-garden-engineering-migration-engineer` — through a
Hand-off from the `wicked-garden-engineering` router or any caller. The pre-v12.25
subagent-delegation form is retired with the fork frontmatter.

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