diff --git a/Jenkinsfile b/Jenkinsfile
index 3027f5626..f6bd3dc50 100644
--- a/Jenkinsfile
+++ b/Jenkinsfile
@@ -14,13 +14,8 @@ def agentSelector(String imageType, retryCounter) {
             platform = 'windows-2019'
             break
 
-        // nanoserver-ltsc2022 and windowservercore-ltsc2022
-        case ~/.*2022/:
-            platform = 'windows-2022'
-            break
-
-        // nanoserver-ltsc2025 and windowservercore-ltsc2025
-        case ~/.*2025/:
+        // All other Windows images
+        case ~/(nanoserver|windowsservercore).*/:
             platform = 'windows-2025'
             break
 
@@ -60,9 +55,11 @@ def parallelStages = [failFast: false]
                 node(resolvedAgentLabel) {
                     timeout(time: 60, unit: 'MINUTES') {
                         checkout scm
-                        if (imageType == "linux") {
-                            stage('Prepare Docker') {
+                        stage('Prepare Docker') {
+                            if (isUnix()) {
                                 sh 'make docker-init'
+                            } else {
+                                powershell '& ./build.ps1 docker-init'
                             }
                         }
                         // This function is defined in the jenkins-infra/pipeline-library
diff --git a/build.ps1 b/build.ps1
index bb49c3a7d..f474c46f6 100644
--- a/build.ps1
+++ b/build.ps1
@@ -122,6 +122,15 @@ function Test-Image {
     return $failed
 }
 
+function Get-DockerInfo() {
+    docker info
+
+    # Additional system information
+    Get-ComputerInfo | Select-Object OsName, OsBuildNumber, WindowsVersion
+    Get-CimInstance -ClassName Win32_Processor | Out-String
+    Get-WindowsFeature Containers | Out-String
+}
+
 function Initialize-DockerComposeFile {
     param (
         [String] $AgentType,
@@ -173,6 +182,10 @@ Test-CommandExists 'docker-compose'
 Test-CommandExists 'docker buildx'
 Test-CommandExists 'yq'
 
+if($target -eq 'docker-init') {
+    Get-DockerInfo
+}
+
 foreach($agentType in $AgentTypes) {
     $dockerComposeFile = 'build-windows_{0}_{1}.yaml' -f $AgentType, $ImageType
     $baseDockerCmd = 'docker-compose --file={0}' -f $dockerComposeFile