diff --git a/pkg/kube/client.go b/pkg/kube/client.go
index 30c014ad5..bc9ee3cc3 100644
--- a/pkg/kube/client.go
+++ b/pkg/kube/client.go
@@ -569,10 +569,17 @@ func (c *Client) update(originals, targets ResourceList, updateApplyFunc UpdateA
 		}
 		if err := deleteResource(info, metav1.DeletePropagationBackground); err != nil {
 			slog.Debug("failed to delete resource", "namespace", info.Namespace, "name", info.Name, "kind", info.Mapping.GroupVersionKind.Kind, slog.Any("error", err))
+			if !apierrors.IsNotFound(err) {
+				updateErrors = append(updateErrors, fmt.Errorf("failed to delete resource %s: %w", info.Name, err))
+			}
 			continue
 		}
 		res.Deleted = append(res.Deleted, info)
 	}
+
+	if len(updateErrors) != 0 {
+		return res, joinErrors(updateErrors, " && ")
+	}
 	return res, nil
 }
 
diff --git a/pkg/kube/client_test.go b/pkg/kube/client_test.go
index d8c0fba5f..c6845fc52 100644
--- a/pkg/kube/client_test.go
+++ b/pkg/kube/client_test.go
@@ -336,6 +336,8 @@ func TestUpdate(t *testing.T) {
 		"/namespaces/default/pods:POST", // retry due to 409
 		"/namespaces/default/pods/squid:GET",
 		"/namespaces/default/pods/squid:DELETE",
+		"/namespaces/default/pods/notfound:GET",
+		"/namespaces/default/pods/notfound:DELETE",
 	}
 
 	expectedActionsServerSideApply := []string{
@@ -351,11 +353,13 @@ func TestUpdate(t *testing.T) {
 		"/namespaces/default/pods:POST", // retry due to 409
 		"/namespaces/default/pods/squid:GET",
 		"/namespaces/default/pods/squid:DELETE",
+		"/namespaces/default/pods/notfound:GET",
+		"/namespaces/default/pods/notfound:DELETE",
 	}
 
 	testCases := map[string]testCase{
 		"client-side apply": {
-			OriginalPods: newPodList("starfish", "otter", "squid"),
+			OriginalPods: newPodList("starfish", "otter", "squid", "notfound"),
 			TargetPods: func() v1.PodList {
 				listTarget := newPodList("starfish", "otter", "dolphin")
 				listTarget.Items[0].Spec.Containers[0].Ports = []v1.ContainerPort{{Name: "https", ContainerPort: 443}}
@@ -367,7 +371,7 @@ func TestUpdate(t *testing.T) {
 			ExpectedActions:              expectedActionsClientSideApply,
 		},
 		"client-side apply (three-way merge for unstructured)": {
-			OriginalPods: newPodList("starfish", "otter", "squid"),
+			OriginalPods: newPodList("starfish", "otter", "squid", "notfound"),
 			TargetPods: func() v1.PodList {
 				listTarget := newPodList("starfish", "otter", "dolphin")
 				listTarget.Items[0].Spec.Containers[0].Ports = []v1.ContainerPort{{Name: "https", ContainerPort: 443}}
@@ -379,7 +383,7 @@ func TestUpdate(t *testing.T) {
 			ExpectedActions:              expectedActionsClientSideApply,
 		},
 		"serverSideApply": {
-			OriginalPods: newPodList("starfish", "otter", "squid"),
+			OriginalPods: newPodList("starfish", "otter", "squid", "notfound"),
 			TargetPods: func() v1.PodList {
 				listTarget := newPodList("starfish", "otter", "dolphin")
 				listTarget.Items[0].Spec.Containers[0].Ports = []v1.ContainerPort{{Name: "https", ContainerPort: 443}}
@@ -444,6 +448,12 @@ func TestUpdate(t *testing.T) {
 					return newResponse(http.StatusOK, &listTarget.Items[1])
 				case p == "/namespaces/default/pods/squid" && m == http.MethodGet:
 					return newResponse(http.StatusOK, &listTarget.Items[2])
+				case p == "/namespaces/default/pods/notfound" && m == http.MethodGet:
+					// Resource exists in original but will simulate not found on delete
+					return newResponse(http.StatusOK, &listOriginal.Items[3])
+				case p == "/namespaces/default/pods/notfound" && m == http.MethodDelete:
+					// Simulate a not found during deletion; should not cause update to fail
+					return newResponse(http.StatusNotFound, notFoundBody())
 				default:
 				}