diff --git a/pkg/action/upgrade.go b/pkg/action/upgrade.go
index c98b524bc..690397d4a 100644
--- a/pkg/action/upgrade.go
+++ b/pkg/action/upgrade.go
@@ -391,6 +391,9 @@ func (u *Upgrade) releasingUpgrade(c chan<- resultMessage, upgradedRelease *rele
 	}
 
 	if u.Wait {
+		u.cfg.Log(
+			"waiting for release %s resources (created: %d updated: %d  deleted: %d)",
+			upgradedRelease.Name, len(results.Created), len(results.Updated), len(results.Deleted))
 		if u.WaitForJobs {
 			if err := u.cfg.KubeClient.WaitWithJobs(target, u.Timeout); err != nil {
 				u.cfg.recordRelease(originalRelease)
diff --git a/pkg/kube/ready.go b/pkg/kube/ready.go
index 5d080d9bf..0554c1729 100644
--- a/pkg/kube/ready.go
+++ b/pkg/kube/ready.go
@@ -353,9 +353,16 @@ func (c *ReadyChecker) crdReady(crd apiextv1.CustomResourceDefinition) bool {
 func (c *ReadyChecker) statefulSetReady(sts *appsv1.StatefulSet) bool {
 	// If the update strategy is not a rolling update, there will be nothing to wait for
 	if sts.Spec.UpdateStrategy.Type != appsv1.RollingUpdateStatefulSetStrategyType {
+		c.log("StatefulSet skipped ready check: %s/%s. updateStrategy is %v", sts.Namespace, sts.Name, sts.Spec.UpdateStrategy.Type)
 		return true
 	}
 
+	// Make sure the status is up-to-date with the StatefulSet changes
+	if sts.Status.ObservedGeneration < sts.Generation {
+		c.log("StatefulSet is not ready: %s/%s. update has not yet been observed", sts.Namespace, sts.Name)
+		return false
+	}
+
 	// Dereference all the pointers because StatefulSets like them
 	var partition int
 	// 1 is the default for replicas if not set
@@ -386,6 +393,13 @@ func (c *ReadyChecker) statefulSetReady(sts *appsv1.StatefulSet) bool {
 		c.log("StatefulSet is not ready: %s/%s. %d out of %d expected pods are ready", sts.Namespace, sts.Name, sts.Status.ReadyReplicas, replicas)
 		return false
 	}
+
+	if sts.Status.CurrentRevision != sts.Status.UpdateRevision {
+		c.log("StatefulSet is not ready: %s/%s. currentRevision %s does not yet match updateRevision %s", sts.Namespace, sts.Name, sts.Status.CurrentRevision, sts.Status.UpdateRevision)
+		return false
+	}
+
+	c.log("StatefulSet is ready: %s/%s. %d out of %d expected pods are ready", sts.Namespace, sts.Name, sts.Status.ReadyReplicas, replicas)
 	return true
 }
 
diff --git a/pkg/kube/ready_test.go b/pkg/kube/ready_test.go
index 931b8fa19..9fe20d8cb 100644
--- a/pkg/kube/ready_test.go
+++ b/pkg/kube/ready_test.go
@@ -175,6 +175,20 @@ func Test_ReadyChecker_statefulSetReady(t *testing.T) {
 			},
 			want: true,
 		},
+		{
+			name: "statefulset is not ready when status of latest generation has not yet been observed",
+			args: args{
+				sts: newStatefulSetWithNewGeneration("foo", 1, 0, 1, 1),
+			},
+			want: false,
+		},
+		{
+			name: "statefulset is not ready when current revision for current replicas does not match update revision for updated replicas",
+			args: args{
+				sts: newStatefulSetWithUpdateRevision("foo", 1, 0, 1, 1, "foo-bbbbbbb"),
+			},
+			want: false,
+		},
 	}
 	for _, tt := range tests {
 		t.Run(tt.name, func(t *testing.T) {
@@ -377,8 +391,9 @@ func newDaemonSet(name string, maxUnavailable, numberReady, desiredNumberSchedul
 func newStatefulSet(name string, replicas, partition, readyReplicas, updatedReplicas int) *appsv1.StatefulSet {
 	return &appsv1.StatefulSet{
 		ObjectMeta: metav1.ObjectMeta{
-			Name:      name,
-			Namespace: defaultNamespace,
+			Name:       name,
+			Namespace:  defaultNamespace,
+			Generation: int64(1),
 		},
 		Spec: appsv1.StatefulSetSpec{
 			UpdateStrategy: appsv1.StatefulSetUpdateStrategy{
@@ -404,12 +419,27 @@ func newStatefulSet(name string, replicas, partition, readyReplicas, updatedRepl
 			},
 		},
 		Status: appsv1.StatefulSetStatus{
-			UpdatedReplicas: int32(updatedReplicas),
-			ReadyReplicas:   int32(readyReplicas),
+			ObservedGeneration: int64(1),
+			CurrentRevision:    name + "-aaaaaaa",
+			UpdateRevision:     name + "-aaaaaaa",
+			UpdatedReplicas:    int32(updatedReplicas),
+			ReadyReplicas:      int32(readyReplicas),
 		},
 	}
 }
 
+func newStatefulSetWithNewGeneration(name string, replicas, partition, readyReplicas, updatedReplicas int) *appsv1.StatefulSet {
+	ss := newStatefulSet(name, replicas, partition, readyReplicas, updatedReplicas)
+	ss.Generation++
+	return ss
+}
+
+func newStatefulSetWithUpdateRevision(name string, replicas, partition, readyReplicas, updatedReplicas int, updateRevision string) *appsv1.StatefulSet {
+	ss := newStatefulSet(name, replicas, partition, readyReplicas, updatedReplicas)
+	ss.Status.UpdateRevision = updateRevision
+	return ss
+}
+
 func newDeployment(name string, replicas, maxSurge, maxUnavailable int) *appsv1.Deployment {
 	return &appsv1.Deployment{
 		ObjectMeta: metav1.ObjectMeta{