infra/docs/architecture/automated-upgrades.md

Automated Upgrades

This doc covers three independent automation paths:

1. Service-level upgrades — Container image bumps for OSS apps (DIUN → n8n → claude-agent → Terraform). Most of this doc.
2. OS-level upgrades on K8s nodes — unattended-upgrades + kured with sentinel-gate + Prometheus halt-on-alert. See "K8s Node OS Upgrades" section and the runbook at docs/runbooks/k8s-node-auto-upgrades.md.
3. K8s component version upgrades (kubeadm/kubelet/kubectl) — weekly detection CronJob → claude-agent-service → k8s-version-upgrade agent. See "K8s Version Upgrades" section and the runbook at docs/runbooks/k8s-version-upgrade.md.

Overview

OSS services are automatically upgraded via a pipeline that detects new container image versions, analyzes changelogs for breaking changes, backs up databases, applies version bumps through Terraform, and verifies health post-upgrade with automatic rollback on failure.

Architecture

DIUN (every 6h)
  │ detects new image tags
  │
  ▼
n8n Webhook (POST /webhook/<uuid>)
  │ filters: skip databases, custom images, infra, :latest
  │ rate limit: max 5 upgrades per 6h window
  │
  ▼
HTTP POST → claude-agent-service (K8s)
  │
  ▼
claude -p "upgrade agent prompt" (in-cluster)
  │
  ▼
Service Upgrade Agent
  ├── 1. Identify service + .tf files (grep stacks/)
  ├── 2. Resolve GitHub repo (config overrides + auto-detect)
  ├── 3. Fetch changelogs via GitHub API (authenticated, 5000 req/hr)
  ├── 4. Classify risk (SAFE / CAUTION / UNKNOWN)
  ├── 5. Slack notification — starting
  ├── 6. DB backup (if DB-backed service)
  ├── 7. Edit .tf files (version bump + config changes)
  ├── 8. Commit + push (Woodpecker CI applies)
  ├── 9. Wait for CI (poll Woodpecker API)
  ├── 10. Verify (pod ready + HTTP + Uptime Kuma)
  ├── 11a. SUCCESS → Slack report
  └── 11b. FAILURE → git revert + CI re-applies → Slack alert

Components

DIUN (Docker Image Update Notifier)

• Stack: stacks/diun/
• Schedule: Every 6 hours (DIUN_WATCH_SCHEDULE=0 */6 * * *)
• Role: Detection only — fires a webhook to n8n when a new image tag is found
• Skip patterns: Databases, viktorbarzin/*, registry.viktorbarzin.me/*, infrastructure images
• Webhook: DIUN_NOTIF_WEBHOOK_ENDPOINT from Vault secret/diun → n8n_webhook_url

n8n Workflow ("DIUN Upgrade Agent")

• Stack: stacks/n8n/
• Workflow backup: stacks/n8n/workflows/diun-upgrade.json
• Webhook path: UUID-based (/webhook/<uuid>)
• Filters:
  • Only status=update (skip new, unchanged)
  • Skip databases, custom images, infra images, :latest
• Rate limiting: Max 5 upgrades per 6-hour window using $getWorkflowStaticData('global')
• Action: HTTP POST to claude-agent-service.claude-agent.svc:8080/execute with the upgrade agent prompt

Upgrade Agent

• Prompt: .claude/agents/service-upgrade.md
• Config: .claude/reference/upgrade-config.json
• Contains:
  • 50+ Docker image → GitHub repo mappings
  • 22 Helm chart → GitHub repo mappings
  • 27 DB-backed service definitions with backup metadata
  • Skip patterns and breaking change keywords

Risk Classification

Risk	Criteria	Verification	Version Jump
SAFE	Patch/minor bump, no breaking keywords in release notes	2 minutes	Direct to target
CAUTION	Major bump, or breaking change keywords found, or in version_jump_always_step list	10 minutes	Step through each version
UNKNOWN	Changelog unavailable	2 minutes (SAFE defaults)	Direct to target

Breaking change keywords: breaking, BREAKING, migration required, schema change, database migration, manual intervention, action required, removed, deprecated, renamed, incompatible

Database Backup

DB-backed services trigger a pre-upgrade backup automatically:

• Shared PostgreSQL: kubectl create job --from=cronjob/postgresql-backup -n dbaas
• Shared MySQL: kubectl create job --from=cronjob/mysql-backup -n dbaas
• Dedicated databases (e.g., Immich): Trigger existing backup CronJob in the service's namespace

If the backup fails, the upgrade is aborted.

Rollback

On verification failure:

1. git revert --no-edit <upgrade-commit-sha>
2. git push → Woodpecker CI re-applies the old version
3. Re-verify rollback succeeded
4. If rollback also fails → CRITICAL Slack alert for manual intervention

Version Patterns

The agent handles all three version patterns in Terraform:

Pattern	Example	Agent Action
Variable-based	variable "immich_version" { default = "v2.7.4" }	Edit the default value
Hardcoded	image = "vaultwarden/server:1.35.4"	Replace tag in image string
Helm chart	version = "2026.2.2" in helm_release	Bump chart version

Configuration

Excluding images (handled by DIUN + n8n)

• Databases: *postgres*, *mysql*, *redis*, *clickhouse*, *etcd*
• Custom: viktorbarzin/*, registry.viktorbarzin.me/*, ancamilea/*, mghee/*
• Infrastructure: registry.k8s.io/*, quay.io/tigera/*, nvcr.io/*, reg.kyverno.io/*
• :latest tags

Rate limiting

• Max 5 upgrades per 6-hour DIUN scan cycle
• Counter resets when the window expires
• Configurable in the n8n "Filter and Rate Limit" code node

Services that always step through versions

• Authentik, Nextcloud, Immich (configured in upgrade-config.json → version_jump_always_step)

Monitoring

• Slack: All upgrade events reported (start, success, failure, rollback)
• Git: Detailed commit messages with changelog summaries, risk level, backup status
• DIUN Slack: Independent Slack channel for raw version detection (separate from upgrade agent)

Bulk Upgrades

To upgrade all outdated services at once, fire webhooks for each service:

WEBHOOK="https://n8n.viktorbarzin.me/webhook/<uuid>"
curl -s -X POST "$WEBHOOK" \
  -H "Content-Type: application/json" \
  -d '{"diun_entry_status":"update","diun_entry_image":"<image>","diun_entry_imagetag":"<new_tag>","diun_entry_provider":"kubernetes"}'

n8n processes all webhooks in parallel (one claude -p per webhook). Before bulk runs, increase the rate limit in the n8n Code node (MAX_UPGRADES_PER_WINDOW) and reset the counter:

-- Reset rate limiter
UPDATE workflow_entity SET "staticData" = '{}'::json WHERE name = 'DIUN Upgrade Agent';

First Bulk Run (2026-04-16)

12 services upgraded in ~30 minutes, fully automated:

Service	From	To	Notes
audiobookshelf	2.32.1	2.33.1	Security fixes (IDOR)
owntracks	0.9.9	1.0.1	Major version bump
open-webui	v0.7.2	v0.8.12
immich	v2.7.4	v2.7.5	Patch, DB backup taken
coturn	4.6.3-r1	4.10.0-r1	Major version bump
shlink	4.3.4	5.0.2	Major, DB-backed
phpipam	v1.7.0	v1.7.4	Patch, DB-backed
onlyoffice	8.2.3	9.3.1	Major version bump
paperless-ngx	2.16.4	2.20.14	Agent also bumped memory 1Gi → 2Gi
linkwarden	v2.9.1	v2.14.0	23 intermediate releases, 254M DB backup
synapse	v1.125.0	v1.151.0	Large jump, DB-backed
dawarich	0.37.1	1.6.1	Upgraded → verification failed → auto-rolled back → forward-fixed

Key behaviors observed:

• Auto-rollback works: Dawarich upgrade failed verification, agent reverted, then re-applied with a forward fix
• Resource awareness: Paperless-ngx agent detected the new version needed more memory and bumped limits
• DB backups: All DB-backed services had pre-upgrade dumps taken automatically
• Changelog analysis: Linkwarden commit summarized 23 intermediate releases; vaultwarden (earlier test) identified 3 CVEs
• Parallel execution: 11 agents ran concurrently, handled git rebase conflicts automatically

Secrets

Secret	Vault Path	Purpose
n8n webhook URL	secret/diun → n8n_webhook_url	DIUN → n8n trigger
Agent API bearer token	secret/claude-agent-service → api_bearer_token	n8n → claude-agent-service /execute auth. Synced into both claude-agent ns (consumer) and n8n ns (caller) via ESO. n8n exposes it to the container as CLAUDE_AGENT_API_TOKEN env var.
Claude OAuth (primary)	secret/claude-agent-service → claude_oauth_token	Long-lived 1-year token from claude setup-token. Consumed by the CLI via CLAUDE_CODE_OAUTH_TOKEN env var (set on the container via envFrom). Preferred over the short-lived .credentials.json — CLI skips the refresh dance entirely. Rotate yearly; alert fires 30d out.
Claude OAuth (spares)	secret/claude-agent-service-spare-{1,2} → claude_oauth_token	Failover tokens. Minted alongside primary (verified Anthropic does NOT revoke earlier sessions on new mint). Swap into primary if revocation or compromise.
GitHub PAT	secret/viktor → github_pat	Changelog fetch (5000 req/hr)
Slack webhook	secret/platform → alertmanager_slack_api_url	Upgrade notifications
Woodpecker token	secret/viktor → woodpecker_token	CI pipeline polling

OAuth token lifecycle

The CLI supports two auth modes. We use the second — long-lived.

Mode	How minted	TTL	Needs refresh?	When to use
claude login → .credentials.json	Interactive browser OAuth	Access ~6h + refresh token	Yes — CLI auto-refreshes on startup if refresh token valid	Human dev machines
claude setup-token → opaque sk-ant-oat01-*	Interactive browser OAuth	1 year	No — expires hard	Headless / service accounts (us)

When both are present on disk, CLAUDE_CODE_OAUTH_TOKEN env var wins.

Harvesting headless: setup-token uses Ink (React for terminals) and needs a real PTY with ≥300-column width. At 80-col, Ink wraps and DROPS one character at the wrap boundary (107-char invalid instead of 108-char valid). Python wrapper pattern documented in memory; we harvested 2 spare tokens into Vault on 2026-04-18 using a temporary harvester pod.

Monitoring: CronJob claude-oauth-expiry-monitor (claude-agent ns, every 6h) pushes claude_oauth_token_expiry_timestamp{path="..."} to Pushgateway. Alerts: ClaudeOAuthTokenExpiringSoon (30d, warn), ClaudeOAuthTokenCritical (7d, crit), ClaudeOAuthTokenMonitorStale (48h no push, warn), ClaudeOAuthTokenMonitorNeverRun (metric absent, warn).

Rotation: on alert, harvest a new token, vault kv patch secret/claude-agent-service claude_oauth_token=<new>, update the claude_oauth_token_mint_epochs local in stacks/claude-agent-service/main.tf, scripts/tg apply → alert clears on next cron tick.

n8n workflow gotchas

The DIUN Upgrade Agent workflow is imported once into n8n's PG DB — it is not Terraform-managed. The JSON at stacks/n8n/workflows/diun-upgrade.json is a backup; the live state lives in workflow_entity.nodes. Drift between the two is possible.

• HTTP Request node header expressions must use template-literal form: =Bearer {{ $env.CLAUDE_AGENT_API_TOKEN }} works; ='Bearer ' + $env.CLAUDE_AGENT_API_TOKEN does NOT evaluate and sends an empty/bogus header → 401 from claude-agent-service.
• N8N_BLOCK_ENV_ACCESS_IN_NODE=false must be set on the n8n deployment for expressions to read $env.* at all.
• Troubleshooting 401: the workflow will show success status on the webhook node but error on Run Upgrade Agent. Inspect in n8n UI → Executions, or query execution_entity + execution_data directly. Claude-agent-service logs will also show POST /execute HTTP/1.1 401 Unauthorized.
• Patching the live workflow (one-off, since it's not in TF): UPDATE workflow_entity SET nodes = REPLACE(nodes::text, OLD, NEW)::json WHERE name = 'DIUN Upgrade Agent';

K8s Node OS Upgrades

Independent of the service-upgrade pipeline above. Drives apt package updates + reboots on the 5 K8s VMs (master + 4 workers).

Stack

• In-guest: unattended-upgrades runs apt upgrades within Allowed-Origins (-security, -updates, ESM). Package-Blacklist excludes runtime components (containerd, containerd.io, runc, cri-tools, kubernetes-cni, calico-*, cni-plugins-*, docker-ce). apt-mark hold on kubelet, kubeadm, kubectl (and runtime pkgs as belt-and-braces). Automatic-Reboot=false — kured handles reboots.
• Reboot driver: kured (chart kured-5.11.0, app 1.21.0). Window Mon-Fri 02:00-06:00 Europe/London, period=1h, concurrency=1, reboot-delay=30s.
• Reboot gate (sentinel): kured-sentinel-gate DaemonSet creates /var/run/gated-reboot-required only when (a) host needs reboot, (b) all nodes Ready, (c) all calico-node pods Running, (d) no node has transitioned Ready in the last 24h (24h soak window).
• Reboot gate (Prometheus): kured --prometheus-url polls prometheus-server.monitoring.svc:80 before each drain. ANY firing alert blocks unless it matches the ignore-regex ^(Watchdog|RebootRequired|KuredNodeWasNotDrained|InfoInhibitor)$.
• Health alert library: 10 alerts in the Upgrade Gates group (prometheus_chart_values.tpl): KubeAPIServerDown, KubeStateMetricsDown, PrometheusRuleEvaluationFailing, PVCStuckPending, RecentNodeReboot (the explicit 24h soak signal), MysqlStandaloneDown, ClusterPodReadyRatioDropped, NodeMemoryPressure, NodeDiskPressure, KubeQuotaAlmostFull. Plus the existing 200+ alerts in the cluster-wide library (anything firing blocks kured).
• Notifications: kured notifyUrl posts drain-start/drain-finish to Slack via Vault secret/kured.slack_kured_webhook. Alertmanager separately routes critical alerts to #alerts.

Source of truth

Concern	Location
Package config (uu, holds, blacklist)	modules/create-template-vm/cloud_init.yaml (within is_k8s_template)
kured Helm release + sentinel-gate DS	stacks/kured/main.tf
Upgrade Gates alerts	stacks/monitoring/modules/monitoring/prometheus_chart_values.tpl

Day-2 changes

Cloud-init only runs on first boot. Existing nodes are brought into compliance with a one-shot SSH push — see the runbook section "Restore / re-apply unattended-upgrades config to existing nodes" in docs/runbooks/k8s-node-auto-upgrades.md.

Why this design

The 26h cluster outage on 2026-03-16 was triggered by an unattended-upgrades kernel push that corrupted containerd's overlayfs snapshotter cluster-wide. The remediations:

• 24h soak (sentinel-gate Check 4) gives a full day of observation between consecutive node reboots — broken updates show up as Prometheus alerts before any other node restarts.
• Prometheus halt-on-alert turns ANY firing alert into a hard block — including the 6 Node Runtime Health alerts and the 10 Upgrade Gates alerts that explicitly model "the cluster is in a bad state."
• Package-Blacklist on runtime components prevents the exact failure mode (containerd/runc auto-bumps).
• Automatic-Reboot=false keeps reboot policy in kured (window, ordering, gating), not in apt.

Operational reference

See docs/runbooks/k8s-node-auto-upgrades.md for: verifying health, halting rollout, restoring config to a re-imaged node, rolling back a bad upgrade, and the past-incident timeline.

K8s Version Upgrades

Independent of the OS-upgrade and service-upgrade pipelines. Drives kubeadm/kubelet/kubectl bumps (patch + minor) on all 5 K8s VMs.

Architecture

k8s-version-check CronJob   (Sun 12:00 UTC, k8s-upgrade ns)
  │ probe apt-cache madison kubeadm (master) → latest available patch
  │ probe HEAD https://pkgs.k8s.io/.../v<NEXT_MINOR>/deb/Release → next minor?
  │ push k8s_upgrade_available metric to Pushgateway
  │
  ▼ if running != latest
POST claude-agent-service /execute  with target_version + kind
  │
  ▼
k8s-version-upgrade agent (in claude-agent-service pod)
  ├── pre-flight (5 nodes Ready, halt-on-alert, 24h-quiet, kubeadm plan match)
  ├── etcd snapshot save → /mnt/main/etcd-backup/k8s-upgrade-pre-X.Y.Z-EPOCH.db
  ├── master containerd bump (only if master version < workers')
  ├── apt repo URL rewrite to v<NEW_MINOR>/deb on all 5 nodes (kind=minor only)
  ├── drain master → ssh < update_k8s.sh --role master → uncordon → verify
  ├── for each worker (k8s-node4 → 3 → 2 → 1):
  │     halt-on-alert wait → drain → ssh < update_k8s.sh --role worker → uncordon → 10-min soak
  └── post-flight (all nodes match target, alerts clean, pod-ready ratio ≥ 0.9)

Components

• Detection CronJob: infra/stacks/k8s-version-upgrade/main.tf. Image is the claude-agent-service image (alpine + kubectl + ssh-client + curl + jq). SA has cluster-read on nodes + ns-scoped get on k8s-upgrade-creds Secret.
• Agent prompt: infra/.claude/agents/k8s-version-upgrade.md. Inputs: target_version, kind=patch|minor, dry_run, stages. Tools: Bash, Read, Write, Edit, Grep, Glob.
• Library node script: infra/scripts/update_k8s.sh. Caller passes --role master|worker --release X.Y.Z. The agent pipes this via SSH onto each node.
• Two new Upgrade Gates alerts (added in this work):
  • K8sVersionSkew — kubelet/apiserver gitVersion count >1 for 30m. Catches a half-done rollout.
  • EtcdPreUpgradeSnapshotMissing — k8s_upgrade_in_flight==1 && k8s_upgrade_snapshot_taken==0 for 10m. Catches Stage 2 failing silently.
• Pushgateway metrics:
  • k8s_upgrade_in_flight / k8s_upgrade_snapshot_taken (pushed by agent)
  • k8s_upgrade_available{kind,running,target} (pushed by detection CronJob)
  • k8s_version_check_last_run_timestamp (staleness watchdog)

Source of truth

Concern	Location
Detection CronJob, RBAC, ExternalSecret, Vault role	stacks/k8s-version-upgrade/main.tf
Agent orchestration	.claude/agents/k8s-version-upgrade.md
Library node script	scripts/update_k8s.sh
Alerts	stacks/monitoring/modules/monitoring/prometheus_chart_values.tpl (group "Upgrade Gates")
Vault secrets	secret/k8s-upgrade/{ssh_key, ssh_key_pub, slack_webhook}

Why this design

The cluster has a single control plane (no HA). A failed kubeadm upgrade apply is an outage. Mitigations:

• Mandatory etcd snapshot before every run (even patch). Recovery point if master breaks.
• Halt-on-alert before every drain. Reuses the same Prometheus ignore-list regex kured uses — any unrelated cluster-health alert blocks. Two new gate alerts catch upgrade-specific half-states (version skew, missing snapshot).
• Sequential workers with 10-min inter-node soak. Same risk-bounding as the 24h OS-reboot soak, but tightened because kubelet failures surface within minutes — not hours.
• Master upgrade goes first, workers last. If master breaks, the cluster is already degraded so further worker upgrades would just delay recovery. By upgrading master first, we either succeed (workers can roll afterward) or fail loud (operator triages before any worker is touched).
• No auto-rollback. kubeadm doesn't support clean downgrade; the snapshot + manual apt rollback in the runbook is the recovery path.

Secrets

Secret	Vault Path	Purpose
SSH private key	secret/k8s-upgrade.ssh_key	Agent + detection CronJob SSH to all 5 nodes (user wizard)
SSH public key	secret/k8s-upgrade.ssh_key_pub	Deployed to nodes' ~/.ssh/authorized_keys
Slack webhook	secret/k8s-upgrade.slack_webhook	Pipeline notifications (separate channel from kured)
Agent service bearer	secret/claude-agent-service.api_bearer_token (reused)	Detection CronJob POSTs to /execute

Operational reference

See docs/runbooks/k8s-version-upgrade.md for: verifying health, manually triggering detection or the agent, rollback paths (master / worker / mid-flight abort), and SSH key rotation.