diff --git a/README.md b/README.md
index 26e6c7460f..d8ae528d61 100644
--- a/README.md
+++ b/README.md
@@ -71,9 +71,13 @@ Once winget is installed, simply run the following commands, accepting any promp
 winget install tgstation-server
 ```
 
+Note: If you use the `-h` or `--disable-interactivity` winget arguments, you will need to either pre-configure TGS or configure and start the `tgstation-server` service after installing. A shortcut will be placed on your desktop and in your start menu to assist with this.
+
 ##### Installer
 
-[Download the latest release's tgstation-server-installer.exe](https://github.com/tgstation/tgstation-server/releases/latest). Executing it will take you through the process of installing and configuring your server.
+[Download the latest release's tgstation-server-installer.exe](https://github.com/tgstation/tgstation-server/releases/latest). Executing it will take you through the process of installing and configuring your server. The required dotnet runtime may be installed as a pre-requisite.
+
+Note: If you use the `/silent` or `/passive` arguments to the installer, you will need to either pre-configure TGS or configure and start the `tgstation-server` service after installing. A shortcut will be placed on your desktop and in your start menu to assist with this.
 
 ##### Manual
 
diff --git a/build/package/winget/Tgstation.Server.Host.Service.Wix/Package.wxs b/build/package/winget/Tgstation.Server.Host.Service.Wix/Package.wxs
index 773225386a..e136a27cd9 100644
--- a/build/package/winget/Tgstation.Server.Host.Service.Wix/Package.wxs
+++ b/build/package/winget/Tgstation.Server.Host.Service.Wix/Package.wxs
@@ -16,6 +16,7 @@
     <InstallExecuteSequence>
       <Custom Action="DetachStopTgsServiceIfRunningAction" Condition="UPGRADINGPRODUCTCODE OR REINSTALL" Before="StopServices" />
       <Custom Action="RunTgsConfigure" Before="StartServices" Condition="(NOT REMOVE~=&quot;ALL&quot;) AND (NOT PRODUCTIONAPPSETTINGSPRESENT) AND ((WIX_BOOTSTRAPPER_UILEVEL >= 4) OR (UILevel >= 4))" />
+      <StartServices Condition="(NOT REMOVE~=&quot;ALL&quot;) AND ((WIX_BOOTSTRAPPER_UILEVEL >= 4) OR (UILevel >= 4) OR PRODUCTIONAPPSETTINGSPRESENT)"/>
     </InstallExecuteSequence>
 
     <Feature Id="MainServerFeature" AllowAbsent="no" Description="!(loc.MainServerFeatureDescription)">