diff --git a/pkg/action/upgrade.go b/pkg/action/upgrade.go
index f76dbbc6b..77cbf4e9d 100644
--- a/pkg/action/upgrade.go
+++ b/pkg/action/upgrade.go
@@ -380,6 +380,9 @@ 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 106c0be51..e374b1c5c 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
 }