diff --git a/internal/pkg/callbacks/rolling_upgrade.go b/internal/pkg/callbacks/rolling_upgrade.go
index 02ed23dd0..c0e979c4a 100644
--- a/internal/pkg/callbacks/rolling_upgrade.go
+++ b/internal/pkg/callbacks/rolling_upgrade.go
@@ -6,6 +6,7 @@ import (
 	"github.com/sirupsen/logrus"
 	"github.com/stakater/Reloader/pkg/kube"
 	appsv1 "k8s.io/api/apps/v1"
+	batchv1 "k8s.io/api/batch/v1"
 	v1 "k8s.io/api/core/v1"
 	meta_v1 "k8s.io/apimachinery/pkg/apis/meta/v1"
 	"k8s.io/apimachinery/pkg/runtime"
@@ -67,6 +68,26 @@ func GetDeploymentItems(clients kube.Clients, namespace string) []runtime.Object
 	return items
 }
 
+// GetCronJobItems returns the jobs in given namespace
+func GetCronJobItems(clients kube.Clients, namespace string) []runtime.Object {
+	cronjobs, err := clients.KubernetesClient.BatchV1().CronJobs(namespace).List(context.TODO(), meta_v1.ListOptions{})
+	if err != nil {
+		logrus.Errorf("Failed to list cronjobs %v", err)
+	}
+
+	items := make([]runtime.Object, len(cronjobs.Items))
+	// Ensure we always have pod annotations to add to
+	for i, v := range cronjobs.Items {
+		if v.Spec.JobTemplate.Spec.Template.ObjectMeta.Annotations == nil {
+			annotations := make(map[string]string)
+			cronjobs.Items[i].Spec.JobTemplate.Spec.Template.ObjectMeta.Annotations = annotations
+		}
+		items[i] = &cronjobs.Items[i]
+	}
+
+	return items
+}
+
 // GetDaemonSetItems returns the daemonSets in given namespace
 func GetDaemonSetItems(clients kube.Clients, namespace string) []runtime.Object {
 	daemonSets, err := clients.KubernetesClient.AppsV1().DaemonSets(namespace).List(context.TODO(), meta_v1.ListOptions{})
@@ -148,6 +169,11 @@ func GetDeploymentAnnotations(item runtime.Object) map[string]string {
 	return item.(*appsv1.Deployment).ObjectMeta.Annotations
 }
 
+// GetCronJobAnnotations returns the annotations of given cronjob
+func GetCronJobAnnotations(item runtime.Object) map[string]string {
+	return item.(*batchv1.CronJob).ObjectMeta.Annotations
+}
+
 // GetDaemonSetAnnotations returns the annotations of given daemonSet
 func GetDaemonSetAnnotations(item runtime.Object) map[string]string {
 	return item.(*appsv1.DaemonSet).ObjectMeta.Annotations
@@ -173,6 +199,11 @@ func GetDeploymentPodAnnotations(item runtime.Object) map[string]string {
 	return item.(*appsv1.Deployment).Spec.Template.ObjectMeta.Annotations
 }
 
+// GetCronJobPodAnnotations returns the pod's annotations of given cronjob
+func GetCronJobPodAnnotations(item runtime.Object) map[string]string {
+	return item.(*batchv1.CronJob).Spec.JobTemplate.Spec.Template.ObjectMeta.Annotations
+}
+
 // GetDaemonSetPodAnnotations returns the pod's annotations of given daemonSet
 func GetDaemonSetPodAnnotations(item runtime.Object) map[string]string {
 	return item.(*appsv1.DaemonSet).Spec.Template.ObjectMeta.Annotations
@@ -198,6 +229,11 @@ func GetDeploymentContainers(item runtime.Object) []v1.Container {
 	return item.(*appsv1.Deployment).Spec.Template.Spec.Containers
 }
 
+// GetCronJobContainers returns the containers of given cronjob
+func GetCronJobContainers(item runtime.Object) []v1.Container {
+	return item.(*batchv1.CronJob).Spec.JobTemplate.Spec.Template.Spec.Containers
+}
+
 // GetDaemonSetContainers returns the containers of given daemonSet
 func GetDaemonSetContainers(item runtime.Object) []v1.Container {
 	return item.(*appsv1.DaemonSet).Spec.Template.Spec.Containers
@@ -223,6 +259,11 @@ func GetDeploymentInitContainers(item runtime.Object) []v1.Container {
 	return item.(*appsv1.Deployment).Spec.Template.Spec.InitContainers
 }
 
+// GetCronJobInitContainers returns the containers of given cronjob
+func GetCronJobInitContainers(item runtime.Object) []v1.Container {
+	return item.(*batchv1.CronJob).Spec.JobTemplate.Spec.Template.Spec.InitContainers
+}
+
 // GetDaemonSetInitContainers returns the containers of given daemonSet
 func GetDaemonSetInitContainers(item runtime.Object) []v1.Container {
 	return item.(*appsv1.DaemonSet).Spec.Template.Spec.InitContainers
@@ -250,6 +291,18 @@ func UpdateDeployment(clients kube.Clients, namespace string, resource runtime.O
 	return err
 }
 
+// CreateJobFromCronjob performs rolling upgrade on cronjob
+func CreateJobFromCronjob(clients kube.Clients, namespace string, resource runtime.Object) error {
+	cronJob := resource.(*batchv1.CronJob)
+	job := &batchv1.Job{
+		ObjectMeta: cronJob.Spec.JobTemplate.ObjectMeta,
+		Spec:       cronJob.Spec.JobTemplate.Spec,
+	}
+	job.GenerateName = cronJob.Name + "-"
+	_, err := clients.KubernetesClient.BatchV1().Jobs(namespace).Create(context.TODO(), job, meta_v1.CreateOptions{FieldManager: "Reloader"})
+	return err
+}
+
 // UpdateDaemonSet performs rolling upgrade on daemonSet
 func UpdateDaemonSet(clients kube.Clients, namespace string, resource runtime.Object) error {
 	daemonSet := resource.(*appsv1.DaemonSet)
@@ -286,6 +339,11 @@ func GetDeploymentVolumes(item runtime.Object) []v1.Volume {
 	return item.(*appsv1.Deployment).Spec.Template.Spec.Volumes
 }
 
+// GetCronJobVolumes returns the Volumes of given cronjob
+func GetCronJobVolumes(item runtime.Object) []v1.Volume {
+	return item.(*batchv1.CronJob).Spec.JobTemplate.Spec.Template.Spec.Volumes
+}
+
 // GetDaemonSetVolumes returns the Volumes of given daemonSet
 func GetDaemonSetVolumes(item runtime.Object) []v1.Volume {
 	return item.(*appsv1.DaemonSet).Spec.Template.Spec.Volumes
diff --git a/internal/pkg/handler/upgrade.go b/internal/pkg/handler/upgrade.go
index b8cb31103..1b0c00314 100644
--- a/internal/pkg/handler/upgrade.go
+++ b/internal/pkg/handler/upgrade.go
@@ -41,6 +41,20 @@ func GetDeploymentRollingUpgradeFuncs() callbacks.RollingUpgradeFuncs {
 	}
 }
 
+// GetDeploymentRollingUpgradeFuncs returns all callback funcs for a cronjob
+func GetCronJobCreateJobFuncs() callbacks.RollingUpgradeFuncs {
+	return callbacks.RollingUpgradeFuncs{
+		ItemsFunc:          callbacks.GetCronJobItems,
+		AnnotationsFunc:    callbacks.GetCronJobAnnotations,
+		PodAnnotationsFunc: callbacks.GetCronJobPodAnnotations,
+		ContainersFunc:     callbacks.GetCronJobContainers,
+		InitContainersFunc: callbacks.GetCronJobInitContainers,
+		UpdateFunc:         callbacks.CreateJobFromCronjob,
+		VolumesFunc:        callbacks.GetCronJobVolumes,
+		ResourceType:       "CronJob",
+	}
+}
+
 // GetDaemonSetRollingUpgradeFuncs returns all callback funcs for a daemonset
 func GetDaemonSetRollingUpgradeFuncs() callbacks.RollingUpgradeFuncs {
 	return callbacks.RollingUpgradeFuncs{
@@ -134,6 +148,10 @@ func doRollingUpgrade(config util.Config, collectors metrics.Collectors, recorde
 	if err != nil {
 		return err
 	}
+	err = rollingUpgrade(clients, config, GetCronJobCreateJobFuncs(), collectors, recorder)
+	if err != nil {
+		return err
+	}
 	err = rollingUpgrade(clients, config, GetDaemonSetRollingUpgradeFuncs(), collectors, recorder)
 	if err != nil {
 		return err