diff --git a/scripts/Windows/OS/Install.ps1 b/scripts/Windows/OS/Install.ps1
index 312a027e..5f1d14a8 100644
--- a/scripts/Windows/OS/Install.ps1
+++ b/scripts/Windows/OS/Install.ps1
@@ -114,9 +114,17 @@ $null = New-Module {
                     }
                     ([SetupStage]::Install) {
                         Write-Host "Entering install phase";
+
+                        # Windows Config
+                        . "$PSScriptRoot/../Software/Windows/Manage.ps1";
+
+                        if (Test-Collection "essential") {
+                            # Essentials
+                            . "$PSScriptRoot/../Software/OpenSSH/Manage.ps1";
+                        }
+
                         Set-IsFinished $true;
                     }
-                    Default {}
                 }
             }
         }
diff --git a/scripts/Windows/Scripts/Config.ps1 b/scripts/Windows/Scripts/Config.ps1
index 564c6d7a..26f24c0e 100644
--- a/scripts/Windows/Scripts/Config.ps1
+++ b/scripts/Windows/Scripts/Config.ps1
@@ -199,6 +199,21 @@ $null = New-Module {
         Set-SetupOption $finishedOption $true;
     }
 
+    <#
+        .SYNOPSIS
+        Checks whether the specified software collection is enabled.
+
+        .PARAMETER Name
+        The name of the collection to check.
+    #>
+    function Test-Collection {
+        param(
+            [string] $Name
+        )
+
+        Get-Config "valhalla.software.$Name";
+    }
+
     <#
         .SYNOPSIS
         Checks whether the active session is executed with admin rights.
diff --git a/scripts/Windows/Software/OpenSSH/Manage.ps1 b/scripts/Windows/Software/OpenSSH/Manage.ps1
new file mode 100644
index 00000000..43507671
--- /dev/null
+++ b/scripts/Windows/Software/OpenSSH/Manage.ps1
@@ -0,0 +1,20 @@
+using namespace Microsoft.Win32;
+
+param(
+    $Action,
+    [hashtable] $Arguments
+)
+
+. "$PSScriptRoot/../../Scripts/Software.ps1";
+
+Start-SoftwareInstaller @PSBoundParameters `
+    -Installer {
+        param(
+            [scriptblock] $Installer
+        )
+
+        & $Installer -Action ([InstallerAction]::Configure)
+    } `
+    -Configurator {
+        Set-Service ssh-agent -StartupType AutomaticDelayedStart;
+    };
diff --git a/scripts/Windows/Software/chocolatey/Manage.ps1 b/scripts/Windows/Software/chocolatey/Manage.ps1
new file mode 100644
index 00000000..d48becad
--- /dev/null
+++ b/scripts/Windows/Software/chocolatey/Manage.ps1
@@ -0,0 +1,40 @@
+using namespace Microsoft.Win32;
+
+param(
+    $Action,
+    [hashtable] $Arguments
+)
+
+. "$PSScriptRoot/../../Scripts/Software.ps1";
+
+Start-SoftwareInstaller @PSBoundParameters `
+    -Installer {
+        param(
+            [scriptblock] $Installer
+        )
+
+        & $Installer -Action ([InstallerAction]::Configure)
+    } `
+    -Configurator {
+        $nativeProfile = powershell -c '$PROFILE';
+        New-Item -Force $nativeProfile;
+        choco install -y --force chocolatey;
+        Copy-Item -Force $nativeProfile $PROFILE;
+
+        Push-Location ~;
+        $files = @($nativeProfile, $PROFILE) | ForEach-Object { Resolve-Path -Relative $_ };
+        Pop-Location;
+
+        foreach ($path in $files) {
+            $fullName = "$env:SystemDrive/Users/Default/$path";
+            $dirName = Split-Path -Parent $fullName;
+
+            if (-not (Test-Path -PathType Container $dirName)) {
+                $null = New-Item -Force -ItemType Directory $dirName;
+            }
+
+            Copy-Item -Force ~/"$path" $fullName;
+        }
+
+        Import-Module "$env:ChocolateyInstall/helpers/chocolateyProfile.psm1";
+    };