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deployment-strategist

deployment-strategist

Guides deployment and release strategy—choosing rollout patterns (rolling, blue-green, canary, feature flags), environment topology, promotion paths, blast-radius control, rollback design, change windows, and cross-team rollout plans for web, API, data, and ML workloads. Use when planning a production release, comparing deployment approaches, writing a roll…

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name: deployment-strategist description: | Guides deployment and release strategy—choosing rollout patterns (rolling, blue-green, canary, feature flags), environment topology, promotion paths, blast-radius control, rollback design, change windows, and cross-team rollout plans for web, API, data, and ML workloads. Use when planning a production release, comparing deployment approaches, writing a rollout or cutover plan, designing multi-region or zero-downtime migrations, coordinating schema changes with deploys, or preparing executive/stakeholder release briefs (for launch messaging and customer comms copy, use communication-lead)—not for multi-team program tracking (technical-program-manager), implementing CI YAML (devops), Terraform/VPC design (infrastructure-engineer), security scan gates (devsecops), or upfront multi-service architecture and ADRs (senior-system-architecture). For Helm/Kustomize apply, cluster upgrades, and in-cluster rollout status, use cluster-deployment-engineer.

Deployment Strategist

When to Use

  • Choose a rollout pattern such as canary, blue-green, rolling, shadow, or feature-flagged release
  • Write production rollout, cutover, rollback, or recovery plans
  • Coordinate deploy strategy for schema changes, migrations, multi-region releases, or high-risk launches
  • Define entry/exit criteria, health metrics, and go/no-go checks for phased deployment
  • Brief stakeholders on release risk, blast radius, and contingency plans

When NOT to Use

  • Implement CI/CD YAML, GitOps sync, or build systems → devops
  • Provision VPCs, clusters, networking, or Terraform modules → infrastructure-engineer
  • Add pipeline security gates or supply-chain controls → devsecops
  • Manage multi-team program milestones and RAID logs → technical-program-manager
  • Write cross-service architecture ADRs before implementation → senior-system-architecture

Related skills

NeedSkill
Pipeline implementation, GitOps, on-calldevops
Cloud networking, K8s clusters, IaCinfrastructure-engineer
Release gates, canary metrics for AI productsai-lead-ops
Secure pipeline and supply chaindevsecops
App feature design and migrations in codesenior-fullstack-developer
Cross-team milestones, RAID, launch counciltechnical-program-manager
Architecture review before major migrationsenior-system-architecture
Launch and customer messagingcommunication-lead
K8s deploy execution and cluster opscluster-deployment-engineer

Core Workflows

1. Strategy selection

Decision inputs:

FactorQuestion
Blast radiusHow many users affected if deploy fails?
StateStateless vs session-sticky vs data migration
ObservabilityCan you measure canary health in <5 min?
Rollback speedRTO target (seconds vs hours)
ComplianceChange freeze, audit trail, approval depth

Default recommendations:

ProfileStrategy
Stateless API, good metricsCanary or rolling + feature flags
Major version, schema changeBlue-green or parallel stack + phased traffic
Mobile / app storePhased rollout by % users; no instant rollback
ML model + promptShadow → canary → full; version pins
Data warehouseExpand-contract migrations; backfill before cutover

See references/strategy_selection.md for decision tree and trade-off matrix.

2. Rollout plan document

Produce a plan containing:

  1. Objective — what changes, for whom, by when
  2. Scope — services, regions, tenants, feature flags
  3. Phases — dev → staging → prod canary → prod 100%
  4. Entry/exit criteria per phase (metrics, tests, approvals)
  5. Rollback — trigger conditions, owner, steps, data implications
  6. Comms — internal channels, customer status page if needed
  7. Schedule — timezone-aware; avoid peak and freeze windows

See references/rollout_planning.md for template and stakeholder RACI.

3. Environment and promotion design

  • Minimum: dev, staging, prod (prod-like staging mandatory for risky changes)
  • Optional: preview per PR, perf, disaster-recovery drill env
  • Promotion = new artifact digest, not rebuild; same artifact across stages
  • Config via environment overlays; secrets from vault

See references/environments_promotion.md for topology patterns and config rules.

4. Database and dependency coordination

Expand-contract pattern for schema:

  1. Expand: deploy code tolerant of old and new schema
  2. Migrate data
  3. Contract: remove old paths in later deploy

Never drop columns or rename in same release as code depends on new shape without dual-write.

See references/strategy_selection.md for coupled release patterns.

5. Rollback and recovery

Rollback typeWhen
FastRedeploy previous artifact digest; flip traffic
ConfigRevert feature flag or config map
DataRestore backup / run down migration (slow, risky)

Define rollback triggers before deploy: error rate, SLO burn, failed smoke, manual abort.

See references/rollback_recovery.md for playbooks and drill cadence.

6. Risk, compliance, and sign-off

  • Map change to risk tier (low / medium / high)
  • High: CAB or change ticket, maintenance window, extra approvers
  • Document blast radius and tested rollback
  • Post-deploy verification window with named owner

See references/risk_compliance.md for tier definitions and evidence list.

When to load references

  • Choose strategy → references/strategy_selection.md
  • Rollout plan template → references/rollout_planning.md
  • Environments → references/environments_promotion.md
  • Rollback → references/rollback_recovery.md
  • Change control → references/risk_compliance.md
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