Always reboot after installing updates (#162)

kvprasoon · web-flow · commit 561d24b10a93 · 2026-03-03T08:55:08.000Z
diff --git a/README.md b/README.md
@@ -36,7 +36,7 @@ build {
 }
 ```
 
-Note, the plugin automatically restarts the machine after Windows Updates are applied.  The reboots occur similar to the windows-restart provisioner built into packer where packer is aware that a shutdown is in progress.
+Note, the plugin automatically restarts the machine after Windows Updates are applied and repeats until all updates are installed. The reboots occur similar to the windows-restart provisioner built into packer where packer is aware that a shutdown is in progress.
 
 ## Search Criteria, Filters and Update Limit
 
diff --git a/update/windows-update.ps1 b/update/windows-update.ps1
@@ -301,7 +301,8 @@ if ($updatesToInstall.Count) {
     $installRebootRequired = $false
     try {
         $installResult = $updateInstaller.Install()
-        $installRebootRequired = $installResult.RebootRequired
+        Write-Output "Windows update installation completed. Checking for more updates after a reboot..."
+        $installRebootRequired = $installResult.RebootRequired -or $true
     } catch {
         Write-Warning "Windows update installation failed with error:"
         Write-Warning $_.Exception.ToString()

Original file line number	Diff line number	Diff line change
`@@ -36,7 +36,7 @@ build {`
`36`	`36`	`}`
`37`	`37`	```
`38`	`38`
`39`		`-Note, the plugin automatically restarts the machine after Windows Updates are applied. The reboots occur similar to the windows-restart provisioner built into packer where packer is aware that a shutdown is in progress.`
	`39`	`+Note, the plugin automatically restarts the machine after Windows Updates are applied and repeats until all updates are installed. The reboots occur similar to the windows-restart provisioner built into packer where packer is aware that a shutdown is in progress.`
`40`	`40`
`41`	`41`	`## Search Criteria, Filters and Update Limit`
`42`	`42`