diff --git a/openshift/tests-extension/.openshift-tests-extension/openshift_payload_olmv1.json b/openshift/tests-extension/.openshift-tests-extension/openshift_payload_olmv1.json
index 4788d0e72..d838eda39 100644
--- a/openshift/tests-extension/.openshift-tests-extension/openshift_payload_olmv1.json
+++ b/openshift/tests-extension/.openshift-tests-extension/openshift_payload_olmv1.json
@@ -79,6 +79,16 @@
     "lifecycle": "blocking",
     "environmentSelector": {}
   },
+  {
+    "name": "[sig-olmv1][OCPFeatureGate:NewOLMWebhookProviderOpenshiftServiceCA][Skipped:Disconnected][Serial] OLMv1 operator with webhooks should be tolerant to openshift-service-ca certificate rotation",
+    "labels": {},
+    "resources": {
+      "isolation": {}
+    },
+    "source": "openshift:payload:olmv1",
+    "lifecycle": "blocking",
+    "environmentSelector": {}
+  },
   {
     "name": "[sig-olmv1][OCPFeatureGate:NewOLMWebhookProviderOpenshiftServiceCA][Skipped:Disconnected][Serial] OLMv1 operator with webhooks should be tolerant to tls secret deletion",
     "labels": {},
diff --git a/openshift/tests-extension/test/webhooks.go b/openshift/tests-extension/test/webhooks.go
index f6733a083..53498dc76 100644
--- a/openshift/tests-extension/test/webhooks.go
+++ b/openshift/tests-extension/test/webhooks.go
@@ -29,10 +29,12 @@ import (
 )
 
 const (
-	webhookCatalogName         = "webhook-operator-catalog"
-	webhookOperatorPackageName = "webhook-operator"
-	webhookOperatorCRDName     = "webhooktests.webhook.operators.coreos.io"
-	webhookServiceCert         = "webhook-operator-webhook-service-cert"
+	openshiftServiceCANamespace            = "openshift-service-ca"
+	openshiftServiceCASigningKeySecretName = "signing-key"
+	webhookCatalogName                     = "webhook-operator-catalog"
+	webhookOperatorPackageName             = "webhook-operator"
+	webhookOperatorCRDName                 = "webhooktests.webhook.operators.coreos.io"
+	webhookServiceCert                     = "webhook-operator-webhook-service-cert"
 )
 
 var _ = Describe("[sig-olmv1][OCPFeatureGate:NewOLMWebhookProviderOpenshiftServiceCA][Skipped:Disconnected][Serial] OLMv1 operator with webhooks",
@@ -84,7 +86,6 @@ var _ = Describe("[sig-olmv1][OCPFeatureGate:NewOLMWebhookProviderOpenshiftServi
 				helpers.DescribeAllClusterCatalogs(ctx)
 				helpers.DescribeAllClusterExtensions(ctx, webhookOperatorInstallNamespace)
 				By("dumping webhook diagnostics")
-				// Additional diagnostics specific for this test
 				helpers.RunAndPrint(ctx, "get", "mutatingwebhookconfigurations.admissionregistration.k8s.io", "-oyaml")
 				helpers.RunAndPrint(ctx, "get", "validatingwebhookconfigurations.admissionregistration.k8s.io", "-oyaml")
 			}
@@ -167,6 +168,44 @@ var _ = Describe("[sig-olmv1][OCPFeatureGate:NewOLMWebhookProviderOpenshiftServi
 			}))
 		})
 
+		It("should be tolerant to openshift-service-ca certificate rotation", func(ctx SpecContext) {
+			By("deleting the openshift-service-ca signing-key secret")
+			signingKeySecret := &corev1.Secret{
+				ObjectMeta: metav1.ObjectMeta{
+					Name:      openshiftServiceCASigningKeySecretName,
+					Namespace: openshiftServiceCANamespace,
+				},
+			}
+			err := k8sClient.Delete(ctx, signingKeySecret, client.PropagationPolicy(metav1.DeletePropagationBackground))
+			Expect(client.IgnoreNotFound(err)).ToNot(HaveOccurred())
+
+			By("waiting for the webhook operator's service certificate secret to be recreated and populated")
+			certificateSecretName := webhookServiceCert
+			Eventually(func(g Gomega) {
+				secret := &corev1.Secret{}
+				err := k8sClient.Get(ctx, client.ObjectKey{Name: certificateSecretName, Namespace: webhookOperatorInstallNamespace}, secret)
+				if apierrors.IsNotFound(err) {
+					GinkgoLogr.Info(fmt.Sprintf("Secret %s/%s not found yet (still polling for recreation)", webhookOperatorInstallNamespace, certificateSecretName))
+					return
+				}
+
+				g.Expect(err).ToNot(HaveOccurred(), fmt.Sprintf("failed to get webhook service certificate secret %s/%s: %v", webhookOperatorInstallNamespace, certificateSecretName, err))
+				g.Expect(secret.Data).ToNot(BeEmpty(), "expected webhook service certificate secret data to not be empty after recreation")
+			}).WithTimeout(5*time.Minute).WithPolling(10*time.Second).Should(Succeed(), "webhook service certificate secret did not get recreated and populated within timeout")
+
+			By("checking webhook is responsive through cert rotation")
+			Eventually(func(g Gomega) {
+				resourceName := fmt.Sprintf("cert-rotation-test-%s", rand.String(5))
+				resource := newWebhookTest(resourceName, webhookOperatorInstallNamespace, true)
+
+				_, err := dynamicClient.Resource(webhookTestV1).Namespace(webhookOperatorInstallNamespace).Create(ctx, resource, metav1.CreateOptions{})
+				g.Expect(err).ToNot(HaveOccurred(), fmt.Sprintf("failed to create test resource %s: %v", resourceName, err))
+
+				err = dynamicClient.Resource(webhookTestV1).Namespace(webhookOperatorInstallNamespace).Delete(ctx, resource.GetName(), metav1.DeleteOptions{})
+				g.Expect(client.IgnoreNotFound(err)).ToNot(HaveOccurred(), fmt.Sprintf("failed to delete test resource %s: %v", resourceName, err))
+			}).WithTimeout(5 * time.Minute).WithPolling(10 * time.Second).Should(Succeed())
+		})
+
 		It("should be tolerant to tls secret deletion", func(ctx SpecContext) {
 			certificateSecretName := webhookServiceCert
 			By("ensuring secret exists before deletion attempt")