Symptoms

Error from server (InternalError): error when creating "kimconnect-cert.yaml": Internal error occurred: failed calling webhook "webhook.cert-manager.io": Post "https://cert-manager-webhook.cert-manager.svc:443/mutate?timeout=10s": x509: certificate signed by unknown authority (possibly because of "x509: ECDSA verification failure" while trying to verify candidate authority certificate "cert-manager-webhook-ca")

Warning: resource certificates/kimconnect-cert is missing the kubectl.kubernetes.io/last-applied-configuration annotation which is required by kubectl apply. kubectl apply should only be used on resources created declaratively by either kubectl create --save-config or kubectl apply. The missing annotation will be patched automatically.
Error from server (InternalError): error when applying patch:

Check Cert-Manager Pods

# Example showing multiple restarts of 'cainjector' pod
admin@controller:~$ kubectl get pod -n cert-manager
NAME                                       READY   STATUS    RESTARTS   AGE
cert-manager-756bb56c5-zc7sb               1/1     Running   3          77d
cert-manager-cainjector-86bc6dc648-2txgt   1/1     Running   9          77d
cert-manager-webhook-66b555bb5-t2fds       1/1     Running   1          77d

Check the logs of ‘cainjector’

# command to view the logs of 'cainjector'
kubectl logs -f -n cert-manager cert-manager-cainjector

# Sample output
W1030 18:29:32.199890       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:29:33.198383       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:30:22.202957       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:32:04.182442       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:32:15.301538       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:32:29.169059       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:32:57.294345       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:33:33.192557       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:36:11.190905       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:37:19.167013       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:38:24.202423       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:38:29.325957       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:39:07.203502       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:39:29.204680       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:42:19.189894       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:42:42.331353       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:44:34.313338       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:44:45.185535       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:45:53.167541       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:46:22.156119       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:46:42.146226       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:47:41.127856       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:50:15.340261       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:51:14.322043       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:51:15.200657       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:51:45.253603       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:52:08.236342       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:52:35.244945       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 18:55:26.228485       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:55:39.226791       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 18:56:53.331235       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:57:06.330913       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 18:58:01.184241       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 18:58:17.187563       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:01:37.188133       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:02:04.190773       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:02:29.178814       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:03:16.190983       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:03:26.323601       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:03:28.195785       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:03:31.206823       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:03:53.331321       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:08:06.209166       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:08:28.209724       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:10:34.314565       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:11:04.308148       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:11:05.171881       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:11:55.193059       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:12:10.211088       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:12:15.206870       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:13:34.212396       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:14:27.196581       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:16:13.320215       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:17:20.215518       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:18:29.330780       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:18:30.210758       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:20:00.175053       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:20:41.195374       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:22:08.337737       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:22:33.210625       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:24:24.180391       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:25:43.343594       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:25:45.216737       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:26:28.222022       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:27:02.195941       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:27:50.198613       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:28:33.178871       1 warnings.go:67] apiregistration.k8s.io/v1beta1 APIService is deprecated in v1.19+, unavailable in v1.22+; use apiregistration.k8s.io/v1 APIService
W1030 19:29:59.215813       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:30:05.341900       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:33:12.205251       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 ValidatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 ValidatingWebhookConfiguration
W1030 19:33:27.338509       1 warnings.go:67] apiextensions.k8s.io/v1beta1 CustomResourceDefinition is deprecated in v1.16+, unavailable in v1.22+; use apiextensions.k8s.io/v1 CustomResourceDefinition
W1030 19:34:50.217154       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration
W1030 19:35:39.197589       1 warnings.go:67] admissionregistration.k8s.io/v1beta1 MutatingWebhookConfiguration is deprecated in v1.16+, unavailable in v1.22+; use admissionregistration.k8s.io/v1 MutatingWebhookConfiguration

Resolutions

Option 1: delete ‘CainJector’ Pod so that it would automatically recreate

# Command to delete pod
kubectl delete pod cert-manager-cainjector-86bc6dc648-2txgt -n cert-manager

Option 2: patch cert-manager

# Shared by wutz: https:// github.com/jetstack/cert-manager/issues/3338

patchesJson6902:
  - target:
      kind: ClusterRole
      name: cert-manager-cainjector
      version: v1
      group: rbac.authorization.k8s.io
    patch: |-
      - op: add
        path: /rules/-
        value:
            apiGroups:
              - ""
            resources:
              - configmaps
            verbs:
              - get
              - create
              - update

Option 3: add snippet to helm file

# Shared by sullerandras (https:// github.com/jetstack/cert-manager/issues/3338)
releases:
  - name: cert-manager
    namespace: kube-system
    chart: jetstack/cert-manager
    version: v1.0.2
    values:
      - installCRDs: true
      - cainjector:
          enabled: false
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