feat(helm): add certificate hook pod labels and annotations

deploy/helm/openshell/README.md

@@ -17,6 +17,23 @@ namespace. The gateway and workspace releases can then be upgraded and removed
 independently. Use Kubernetes `operator` workspace mode when one gateway serves
 multiple pre-provisioned workspace namespaces.
 
+## Certificate hook metadata
+
+Use `pkiInitJob.podLabels` and `pkiInitJob.podAnnotations` to add metadata to the
+Pod templates of the `<fullname>-certgen` and `<fullname>-certgen-backend-ca`
+Jobs. These settings apply to both hooks when enabled and do not affect gateway
+or sandbox Pods. Chart-owned Pod labels take precedence when custom keys
+conflict.
+
+For example, disable Istio sidecar injection for the hook Pods in an injected
+namespace:
+
+```yaml
+pkiInitJob:
+  podAnnotations:
+    sidecar.istio.io/inject: "false"
+```
+
 ## Cluster-scoped vs namespaced objects
 
 Most objects in this chart are namespaced and land in the release namespace.
@@ -450,6 +467,8 @@ discovery endpoint or its TLS CA.
 | openshiftRoute.host | string | `""` | Hostname for the Route. Must match a SAN on the gateway's server cert. |
 | pkiInitJob.enabled | bool | `true` | Run a pre-install/pre-upgrade Job that creates gateway and client mTLS Secrets. When certManager.enabled=true, cert-manager owns TLS and this same hook runs in JWT-only mode even if pkiInitJob.enabled remains true. |
 | pkiInitJob.failOnTimeout | bool | `true` | Fail the helm install/upgrade if cert-manager does not issue the certificate within the polling timeout. When true (default), the install fails immediately if the timeout is reached, providing clear feedback that BackendTLSPolicy is non-functional. When false, the hook succeeds with a warning and you can run `helm upgrade` after cert-manager issues the certificate to create the backend CA ConfigMap. If you set this to false and see "TLS error: Secret is not supplied by SDS" when connecting to the gateway, check if the TLS secret exists and run `helm upgrade` to create the ConfigMap. |
+| pkiInitJob.podAnnotations | object | `{}` | Additional annotations on both certificate hook Pods. |
+| pkiInitJob.podLabels | object | `{}` | Additional labels on both certificate hook Pods. Chart-owned labels take precedence. |
 | pkiInitJob.securityContext.allowPrivilegeEscalation | bool | `false` | Whether the certgen hook container can gain additional privileges. |
 | pkiInitJob.securityContext.capabilities.drop | list | `["ALL"]` | Linux capabilities dropped from the certgen hook container. |
 | pkiInitJob.securityContext.runAsNonRoot | bool | `true` | Require the certgen hook container to run as a non-root user. |

deploy/helm/openshell/README.md.gotmpl

@@ -17,6 +17,23 @@ namespace. The gateway and workspace releases can then be upgraded and removed
 independently. Use Kubernetes `operator` workspace mode when one gateway serves
 multiple pre-provisioned workspace namespaces.
 
+## Certificate hook metadata
+
+Use `pkiInitJob.podLabels` and `pkiInitJob.podAnnotations` to add metadata to the
+Pod templates of the `<fullname>-certgen` and `<fullname>-certgen-backend-ca`
+Jobs. These settings apply to both hooks when enabled and do not affect gateway
+or sandbox Pods. Chart-owned Pod labels take precedence when custom keys
+conflict.
+
+For example, disable Istio sidecar injection for the hook Pods in an injected
+namespace:
+
+```yaml
+pkiInitJob:
+  podAnnotations:
+    sidecar.istio.io/inject: "false"
+```
+
 ## Cluster-scoped vs namespaced objects
 
 Most objects in this chart are namespaced and land in the release namespace.

deploy/helm/openshell/templates/certgen.yaml

@@ -4,6 +4,7 @@
 {{- if or .Values.pkiInitJob.enabled .Values.certManager.enabled }}
 {{- $hookName := printf "%s-certgen" (include "openshell.fullname" .) }}
 {{- $ns := .Release.Namespace }}
+{{- $podLabels := merge (include "openshell.certgenPodLabels" . | fromYaml) (.Values.pkiInitJob.podLabels | default dict) }}
 apiVersion: v1
 kind: ServiceAccount
 metadata:
@@ -75,7 +76,11 @@ spec:
   template:
     metadata:
       labels:
-        {{- include "openshell.certgenPodLabels" . | nindent 8 }}
+        {{- toYaml $podLabels | nindent 8 }}
+      {{- with .Values.pkiInitJob.podAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
     spec:
       restartPolicy: OnFailure
       serviceAccountName: {{ $hookName }}
@@ -143,7 +148,11 @@ spec:
   template:
     metadata:
       labels:
-        {{- include "openshell.certgenPodLabels" . | nindent 8 }}
+        {{- toYaml $podLabels | nindent 8 }}
+      {{- with .Values.pkiInitJob.podAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
     spec:
       restartPolicy: OnFailure
       serviceAccountName: {{ $hookName }}

deploy/helm/openshell/tests/certgen_test.yaml

@@ -192,3 +192,77 @@ tests:
             app.kubernetes.io/instance: openshell
             app.kubernetes.io/component: certgen
         documentIndex: 4
+
+  - it: adds configured metadata to both certificate hook Pod templates
+    template: templates/certgen.yaml
+    set:
+      certManager.enabled: true
+      grpcRoute.backendTLSPolicy.enabled: true
+      pkiInitJob.podLabels:
+        example.com/workload: certificate-bootstrap
+      pkiInitJob.podAnnotations:
+        sidecar.istio.io/inject: "false"
+    asserts:
+      - equal:
+          path: spec.template.metadata.labels["example.com/workload"]
+          value: certificate-bootstrap
+        documentIndex: 3
+      - equal:
+          path: spec.template.metadata.annotations["sidecar.istio.io/inject"]
+          value: "false"
+        documentIndex: 3
+      - notExists:
+          path: metadata.labels["example.com/workload"]
+        documentIndex: 3
+      - notExists:
+          path: metadata.annotations["sidecar.istio.io/inject"]
+        documentIndex: 3
+      - equal:
+          path: spec.template.metadata.labels["example.com/workload"]
+          value: certificate-bootstrap
+        documentIndex: 4
+      - equal:
+          path: spec.template.metadata.annotations["sidecar.istio.io/inject"]
+          value: "false"
+        documentIndex: 4
+      - notExists:
+          path: metadata.labels["example.com/workload"]
+        documentIndex: 4
+      - notExists:
+          path: metadata.annotations["sidecar.istio.io/inject"]
+        documentIndex: 4
+
+  - it: preserves chart-owned Pod labels when custom keys conflict
+    template: templates/certgen.yaml
+    set:
+      certManager.enabled: true
+      grpcRoute.backendTLSPolicy.enabled: true
+      pkiInitJob.podLabels:
+        app.kubernetes.io/name: openshell
+        app.kubernetes.io/instance: custom-release
+        app.kubernetes.io/component: gateway
+    asserts:
+      - equal:
+          path: spec.template.metadata.labels["app.kubernetes.io/name"]
+          value: openshell-certgen
+        documentIndex: 3
+      - equal:
+          path: spec.template.metadata.labels["app.kubernetes.io/instance"]
+          value: openshell
+        documentIndex: 3
+      - equal:
+          path: spec.template.metadata.labels["app.kubernetes.io/component"]
+          value: certgen
+        documentIndex: 3
+      - equal:
+          path: spec.template.metadata.labels["app.kubernetes.io/name"]
+          value: openshell-certgen
+        documentIndex: 4
+      - equal:
+          path: spec.template.metadata.labels["app.kubernetes.io/instance"]
+          value: openshell
+        documentIndex: 4
+      - equal:
+          path: spec.template.metadata.labels["app.kubernetes.io/component"]
+          value: certgen
+        documentIndex: 4

deploy/helm/openshell/values.yaml

@@ -661,6 +661,10 @@ pkiInitJob:
   # Secrets. When certManager.enabled=true, cert-manager owns TLS and this same
   # hook runs in JWT-only mode even if pkiInitJob.enabled remains true.
   enabled: true
+  # -- Additional labels on both certificate hook Pods. Chart-owned labels take precedence.
+  podLabels: {}
+  # -- Additional annotations on both certificate hook Pods.
+  podAnnotations: {}
   # -- Extra DNS SANs to append to the server certificate.
   serverDnsNames: []
   # -- Extra IP SANs to append to the server certificate.

docs/kubernetes/setup.mdx

@@ -118,6 +118,18 @@ helm upgrade --install openshell \
 
 The chart automatically generates PKI secrets on first install using pre-install Helm hooks. No manual secret creation is required.
 
+To add labels or annotations to both certificate hook Pod templates, use
+`pkiInitJob.podLabels` and `pkiInitJob.podAnnotations`. Chart-owned Pod labels
+take precedence when custom keys conflict.
+For example, disable sidecar injection for hook Pods in an Istio-injected
+namespace:
+
+```yaml
+pkiInitJob:
+  podAnnotations:
+    sidecar.istio.io/inject: "false"
+```
+
 The default Kubernetes driver puts all workspaces in one sandbox namespace. To
 have the gateway create a namespace for each workspace, follow
 [Workspace on Kubernetes](/kubernetes/workspaces).

skills/debug-openshell-cluster/SKILL.md

@@ -1279,6 +1279,7 @@ credential failures.
 | `helm upgrade` fails with an `autoscaling.*` message | HPA values invalid: missing `resources.requests` (or `resources.limits`), `maxReplicas` above 1 without `server.externalDbSecret` (or on a StatefulSet without `workload.allowMultiReplicaStatefulSet`), no metric target, or min/max out of order. "`minReplicas` and `maxReplicas` are not set" means `--reuse-values` kept a release without the chart's autoscaling defaults | Fix the values named in the error; upgrade with `--reset-then-reuse-values` instead of `--reuse-values` |
 | HPA shows `<unknown>` targets | No metrics-server for CPU/memory, or the metrics adapter does not serve the custom metric | `kubectl -n openshell describe hpa openshell`, `kubectl get --raw /apis/custom.metrics.k8s.io/v1beta1` |
 | One replica holds most sessions after a rollout | Expected: sessions stay where they reconnected | `openshell_server_supervisor_sessions` per pod; it fades as sandboxes are recreated |
+| Certificate hook Job stays active after `certgen` exits successfully | An injected sidecar is still running in the hook Pod | Inspect all container statuses. Configure `pkiInitJob.podLabels` or `pkiInitJob.podAnnotations` as required by the injector, then retry the Helm install or upgrade to recreate the hook Pods |
 | Gateway or `<release>-certgen` hook pod rejected with `violates PodSecurity "restricted:latest"` | The rendered container lacks `runAsNonRoot` or `seccompProfile`: an older chart version does not set them, or an override in `securityContext` / `pkiInitJob.securityContext` unset them | `kubectl -n openshell get events --field-selector reason=FailedCreate`; upgrade the chart, then remove overrides that unset those fields |
 | OpenShift gateway pod fails to start with an SCC/`runAsUser` error (e.g. `unable to validate against any security context constraint`) | Chart's default `podSecurityContext`/`securityContext` hardcodes `runAsUser`/`fsGroup`, which the restricted-v2 SCC rejects; it must instead inject the namespace-assigned UID/GID range | `oc -n openshell describe pod <pod>`; deploy with `podSecurityContext: null` and clear `securityContext.runAsUser` (see `deploy/helm/openshell/ci/values-openshift-scc.yaml`) |
 | OpenShift `<release>-supervisor` Deployment never creates pods after setting `supervisor_topology = "gateway"` (SCC `runAsUser`/`fsGroup` not in the namespace range) | `supervisor.podSecurityContext` defaults `runAsUser`, `runAsGroup`, and `fsGroup` to 65534, outside the namespace's assigned UID/GID ranges | `kubectl -n openshell get events --field-selector reason=FailedCreate`; compare with the `openshift.io/sa.scc.*` annotations from `oc describe ns openshell`; set `supervisor.podSecurityContext.runAsUser`, `.runAsGroup`, and `.fsGroup` to `null`, as `deploy/helm/openshell/ci/values-openshift-scc.yaml` does, and keep `runAsNonRoot` and `seccompProfile` |