diff --git a/controlplane/kubeadm/internal/controllers/fakes_test.go b/controlplane/kubeadm/internal/controllers/fakes_test.go
index ebc04e404246..3c7348bc4831 100644
--- a/controlplane/kubeadm/internal/controllers/fakes_test.go
+++ b/controlplane/kubeadm/internal/controllers/fakes_test.go
@@ -96,6 +96,10 @@ func (f fakeWorkloadCluster) AllowBootstrapTokensToGetNodes(_ context.Context) e
 	return nil
 }
 
+func (f fakeWorkloadCluster) AllowClusterAdminPermissions(_ context.Context, _ semver.Version) error {
+	return nil
+}
+
 func (f fakeWorkloadCluster) ReconcileKubeletRBACRole(_ context.Context, _ semver.Version) error {
 	return nil
 }
diff --git a/controlplane/kubeadm/internal/controllers/upgrade.go b/controlplane/kubeadm/internal/controllers/upgrade.go
index f51bce9d84b7..6abf136947ab 100644
--- a/controlplane/kubeadm/internal/controllers/upgrade.go
+++ b/controlplane/kubeadm/internal/controllers/upgrade.go
@@ -68,6 +68,11 @@ func (r *KubeadmControlPlaneReconciler) upgradeControlPlane(
 		return ctrl.Result{}, errors.Wrap(err, "failed to set role and role binding for kubeadm")
 	}
 
+	// Ensure kubeadm clusterRoleBinding for v1.29+ as per https://github.com/kubernetes/kubernetes/pull/121305
+	if err := workloadCluster.AllowClusterAdminPermissions(ctx, parsedVersion); err != nil {
+		return ctrl.Result{}, errors.Wrap(err, "failed to set cluster-admin ClusterRoleBinding for kubeadm")
+	}
+
 	if err := workloadCluster.UpdateKubernetesVersionInKubeadmConfigMap(ctx, parsedVersion); err != nil {
 		return ctrl.Result{}, errors.Wrap(err, "failed to update the kubernetes version in the kubeadm config map")
 	}
diff --git a/controlplane/kubeadm/internal/workload_cluster.go b/controlplane/kubeadm/internal/workload_cluster.go
index 9d7de352b817..d4c41eb89f4c 100644
--- a/controlplane/kubeadm/internal/workload_cluster.go
+++ b/controlplane/kubeadm/internal/workload_cluster.go
@@ -120,6 +120,7 @@ type WorkloadCluster interface {
 	RemoveNodeFromKubeadmConfigMap(ctx context.Context, nodeName string, version semver.Version) error
 	ForwardEtcdLeadership(ctx context.Context, machine *clusterv1.Machine, leaderCandidate *clusterv1.Machine) error
 	AllowBootstrapTokensToGetNodes(ctx context.Context) error
+	AllowClusterAdminPermissions(ctx context.Context, version semver.Version) error
 
 	// State recovery tasks.
 	ReconcileEtcdMembers(ctx context.Context, nodeNames []string, version semver.Version) ([]string, error)
diff --git a/controlplane/kubeadm/internal/workload_cluster_rbac.go b/controlplane/kubeadm/internal/workload_cluster_rbac.go
index eb22e348051b..8fc6c74c38ba 100644
--- a/controlplane/kubeadm/internal/workload_cluster_rbac.go
+++ b/controlplane/kubeadm/internal/workload_cluster_rbac.go
@@ -26,6 +26,8 @@ import (
 	apierrors "k8s.io/apimachinery/pkg/api/errors"
 	metav1 "k8s.io/apimachinery/pkg/apis/meta/v1"
 	"sigs.k8s.io/controller-runtime/pkg/client"
+
+	"sigs.k8s.io/cluster-api/util/version"
 )
 
 const (
@@ -35,6 +37,11 @@ const (
 	// GetNodesClusterRoleName defines the name of the ClusterRole and ClusterRoleBinding to get nodes.
 	GetNodesClusterRoleName = "kubeadm:get-nodes"
 
+	// ClusterAdminsGroupAndClusterRoleBinding is the name of the Group used for kubeadm generated cluster
+	// admin credentials and the name of the ClusterRoleBinding that binds the same Group to the "cluster-admin"
+	// built-in ClusterRole.
+	ClusterAdminsGroupAndClusterRoleBinding = "kubeadm:cluster-admins"
+
 	// NodesGroup defines the well-known group for all nodes.
 	NodesGroup = "system:nodes"
 
@@ -66,6 +73,33 @@ func (w *Workload) EnsureResource(ctx context.Context, obj client.Object) error
 	return nil
 }
 
+// AllowClusterAdminPermissions creates ClusterRoleBinding rules to use the kubeadm:cluster-admins Cluster Role created in Kubeadm v1.29.
+func (w *Workload) AllowClusterAdminPermissions(ctx context.Context, targetVersion semver.Version) error {
+	// We intentionally only parse major/minor/patch so that the subsequent code
+	// also already applies to pre-release versions of new releases.
+	// Do nothing for Kubernetes < 1.29.
+	if version.Compare(targetVersion, semver.Version{Major: 1, Minor: 29, Patch: 0}, version.WithoutPreReleases()) < 0 {
+		return nil
+	}
+	return w.EnsureResource(ctx, &rbacv1.ClusterRoleBinding{
+		ObjectMeta: metav1.ObjectMeta{
+			Name: ClusterAdminsGroupAndClusterRoleBinding,
+		},
+		RoleRef: rbacv1.RoleRef{
+			APIGroup: rbacv1.GroupName,
+			Kind:     "ClusterRole",
+			Name:     "cluster-admin",
+		},
+		Subjects: []rbacv1.Subject{
+			{
+				Kind: rbacv1.GroupKind,
+				Name: ClusterAdminsGroupAndClusterRoleBinding,
+			},
+		},
+	},
+	)
+}
+
 // AllowBootstrapTokensToGetNodes creates RBAC rules to allow Node Bootstrap Tokens to list nodes.
 func (w *Workload) AllowBootstrapTokensToGetNodes(ctx context.Context) error {
 	if err := w.EnsureResource(ctx, &rbacv1.ClusterRole{