diff --git a/daemon/monitor.go b/daemon/monitor.go
index b88dff68909b66b7869940e333076f5e60753a2b..aec771fd17767b306bf659d62b5bbb789d4437b2 100644
--- a/daemon/monitor.go
+++ b/daemon/monitor.go
@@ -90,6 +90,7 @@ func (daemon *Daemon) StateChanged(id string, e libcontainerd.StateInfo) error {
 		// Container is already locked in this case
 		c.SetRunning(int(e.Pid), e.State == libcontainerd.StateStart)
 		c.HasBeenManuallyStopped = false
+		c.HasBeenStartedBefore = true
 		if err := c.ToDisk(); err != nil {
 			c.Reset(false)
 			return err
diff --git a/daemon/oci_windows.go b/daemon/oci_windows.go
index cb01cb26022738f3587d577efae342e128ca6125..d304220335d22b4e34b4be0e3c7eef8466d9b6e0 100644
--- a/daemon/oci_windows.go
+++ b/daemon/oci_windows.go
@@ -78,9 +78,6 @@ func (daemon *Daemon) createSpec(c *container.Container) (*libcontainerd.Spec, e
 	s.Root.Path = c.BaseFS
 	s.Root.Readonly = c.HostConfig.ReadonlyRootfs
 
-	// In s.Windows
-	s.Windows.FirstStart = !c.HasBeenStartedBefore
-
 	// s.Windows.LayerFolder.
 	m, err := c.RWLayer.Metadata()
 	if err != nil {
diff --git a/daemon/start_windows.go b/daemon/start_windows.go
index af3fe7602bc4b2141acb873e4e7706c9e7a94d4c..7804a877ff17237a6305a5c2e1f05d2859b1af4c 100644
--- a/daemon/start_windows.go
+++ b/daemon/start_windows.go
@@ -6,5 +6,7 @@ import (
 )
 
 func (daemon *Daemon) getLibcontainerdCreateOptions(container *container.Container) (*[]libcontainerd.CreateOption, error) {
-	return &[]libcontainerd.CreateOption{}, nil
+	createOptions := []libcontainerd.CreateOption{}
+	createOptions = append(createOptions, &libcontainerd.FlushOption{IgnoreFlushesDuringBoot: !container.HasBeenStartedBefore})
+	return &createOptions, nil
 }
diff --git a/libcontainerd/client_windows.go b/libcontainerd/client_windows.go
index b164ca507b339ac6724f596d01f65c85f1e47bd9..9c750b39f9f83e8df85c76429623799e1143462f 100644
--- a/libcontainerd/client_windows.go
+++ b/libcontainerd/client_windows.go
@@ -41,12 +41,11 @@ func (clnt *client) Create(containerID string, checkpoint string, checkpointDir
 	logrus.Debugln("libcontainerd: client.Create() with spec", spec)
 
 	configuration := &hcsshim.ContainerConfig{
-		SystemType: "Container",
-		Name:       containerID,
-		Owner:      defaultOwner,
-
+		SystemType:              "Container",
+		Name:                    containerID,
+		Owner:                   defaultOwner,
 		VolumePath:              spec.Root.Path,
-		IgnoreFlushesDuringBoot: spec.Windows.FirstStart,
+		IgnoreFlushesDuringBoot: false,
 		LayerFolderPath:         spec.Windows.LayerFolder,
 		HostName:                spec.Hostname,
 	}
@@ -106,6 +105,10 @@ func (clnt *client) Create(containerID string, checkpoint string, checkpointDir
 			configuration.Servicing = s.IsServicing
 			break
 		}
+		if s, ok := option.(*FlushOption); ok {
+			configuration.IgnoreFlushesDuringBoot = s.IgnoreFlushesDuringBoot
+			break
+		}
 	}
 
 	for _, layerPath := range spec.Windows.LayerPaths {
diff --git a/libcontainerd/types_windows.go b/libcontainerd/types_windows.go
index fa96f0ed8db50093e7eebfc301bde51d9b9b43e9..5f3223316b19001c7297e43d8febf4144c5e271a 100644
--- a/libcontainerd/types_windows.go
+++ b/libcontainerd/types_windows.go
@@ -38,6 +38,13 @@ type ServicingOption struct {
 	IsServicing bool
 }
 
+// FlushOption is an empty CreateOption that signifies if the container should be
+// started with flushes ignored until boot has completed. This is an optimisation
+// for first boot of a container.
+type FlushOption struct {
+	IgnoreFlushesDuringBoot bool
+}
+
 // Checkpoint holds the details of a checkpoint (not supported in windows)
 type Checkpoint struct {
 	Name string
diff --git a/libcontainerd/utils_windows.go b/libcontainerd/utils_windows.go
index 70e77bb81215f6ab5eed93d3e6d0436e5ddcfaad..fcd72145c64f5af052d483931a880f285deb3a9f 100644
--- a/libcontainerd/utils_windows.go
+++ b/libcontainerd/utils_windows.go
@@ -23,6 +23,11 @@ func (s *ServicingOption) Apply(interface{}) error {
 	return nil
 }
 
+// Apply for the flush option is a no-op.
+func (s *FlushOption) Apply(interface{}) error {
+	return nil
+}
+
 // buildFromVersion takes an image version string and returns the Windows build
 // number. It returns 0 if the build number is not present.
 func buildFromVersion(osver string) int {
diff --git a/libcontainerd/windowsoci/oci_windows.go b/libcontainerd/windowsoci/oci_windows.go
index 63d5abdfb081d90e27ec90cf7f35bc92e5b96e1c..d6de7423b5a3c5ce826b48d287a3d11ea3a13072 100644
--- a/libcontainerd/windowsoci/oci_windows.go
+++ b/libcontainerd/windowsoci/oci_windows.go
@@ -39,8 +39,6 @@ type Windows struct {
 	Resources *Resources `json:"resources,omitempty"`
 	// Networking contains the platform specific network settings for the container.
 	Networking *Networking `json:"networking,omitempty"`
-	// FirstStart is used for an optimization on first boot of Windows
-	FirstStart bool `json:"first_start,omitempty"`
 	// LayerFolder is the path to the current layer folder
 	LayerFolder string `json:"layer_folder,omitempty"`
 	// Layer paths of the parent layers