diff --git a/orbit/cmd/orbit/orbit.go b/orbit/cmd/orbit/orbit.go
index 8c893e26b72b..e1ee46b19f27 100644
--- a/orbit/cmd/orbit/orbit.go
+++ b/orbit/cmd/orbit/orbit.go
@@ -290,6 +290,22 @@ func main() {
 			reloadLaunchDaemon()
 		}
 
+		var (
+			g         run.Group
+			appDoneCh chan struct{} // closed when runner run.group.Run() returns
+		)
+
+		// Setting up the system service management early on the process lifetime
+		appDoneCh = make(chan struct{})
+
+		// Initializing windows service runner and system service manager.
+		if runtime.GOOS == "windows" {
+			systemChecker := newSystemChecker()
+			addSubsystem(&g, "system checker", systemChecker)
+			go osservice.SetupServiceManagement(constant.SystemServiceName, systemChecker.svcInterruptCh, appDoneCh)
+			time.Sleep(1 * time.Second)
+		}
+
 		checkAndPatchCertificate(c.String("root-dir"))
 
 		// Override flags with values retrieved from Fleet.
@@ -473,20 +489,8 @@ func main() {
 		var (
 			osquerydPath string
 			desktopPath  string
-			g            run.Group
-			appDoneCh    chan struct{} // closed when runner run.group.Run() returns
 		)
 
-		// Setting up the system service management early on the process lifetime
-		appDoneCh = make(chan struct{})
-
-		// Initializing windows service runner and system service manager.
-		if runtime.GOOS == "windows" {
-			systemChecker := newSystemChecker()
-			addSubsystem(&g, "system checker", systemChecker)
-			go osservice.SetupServiceManagement(constant.SystemServiceName, systemChecker.svcInterruptCh, appDoneCh)
-		}
-
 		// sofwareupdated is a macOS daemon that automatically updates Apple software.
 		if c.Bool("disable-kickstart-softwareupdated") && runtime.GOOS == "darwin" {
 			log.Warn().Msg("fleetd no longer automatically kickstarts softwareupdated. The --disable-kickstart-softwareupdated flag, which was previously used to disable this behavior, has been deprecated and will be removed in a future version")