diff --git a/build/Version.props b/build/Version.props
index 6e45564094..c947fc3c5c 100644
--- a/build/Version.props
+++ b/build/Version.props
@@ -4,7 +4,7 @@
   <Import Project="WebpanelVersion.props" />
   <PropertyGroup>
     <TgsCoreVersion>6.8.0</TgsCoreVersion>
-    <TgsConfigVersion>5.1.0</TgsConfigVersion>
+    <TgsConfigVersion>5.2.0</TgsConfigVersion>
     <TgsApiVersion>10.7.0</TgsApiVersion>
     <TgsCommonLibraryVersion>7.0.0</TgsCommonLibraryVersion>
     <TgsApiLibraryVersion>13.7.0</TgsApiLibraryVersion>
diff --git a/src/Tgstation.Server.Host/Components/Engine/WindowsByondInstaller.cs b/src/Tgstation.Server.Host/Components/Engine/WindowsByondInstaller.cs
index 35bcbf63dc..ce2c7704e2 100644
--- a/src/Tgstation.Server.Host/Components/Engine/WindowsByondInstaller.cs
+++ b/src/Tgstation.Server.Host/Components/Engine/WindowsByondInstaller.cs
@@ -224,7 +224,7 @@ namespace Tgstation.Server.Host.Components.Engine
 		/// <inheritdoc />
 		protected override string GetDreamDaemonName(Version byondVersion, out bool supportsCli)
 		{
-			supportsCli = byondVersion >= DDExeVersion;
+			supportsCli = byondVersion >= DDExeVersion && !sessionConfiguration.ForceUseDreamDaemonExe;
 			return supportsCli ? "dd.exe" : "dreamdaemon.exe";
 		}
 
diff --git a/src/Tgstation.Server.Host/Configuration/SessionConfiguration.cs b/src/Tgstation.Server.Host/Configuration/SessionConfiguration.cs
index c543698b90..d7ee3e1c9d 100644
--- a/src/Tgstation.Server.Host/Configuration/SessionConfiguration.cs
+++ b/src/Tgstation.Server.Host/Configuration/SessionConfiguration.cs
@@ -29,5 +29,10 @@
 		/// If <see langword="true"/>, deployments that fail will not be immediately cleaned up. They will be cleaned up the next time the instance is onlined.
 		/// </summary>
 		public bool DelayCleaningFailedDeployments { get; set; }
+
+		/// <summary>
+		/// If set dd.exe will not be used on Windows systems in versions where it is present. Instead dreamdaemon.exe will always be used.
+		/// </summary>
+		public bool ForceUseDreamDaemonExe { get; set; }
 	}
 }
diff --git a/src/Tgstation.Server.Host/appsettings.yml b/src/Tgstation.Server.Host/appsettings.yml
index 4868f519fd..526f38ab38 100644
--- a/src/Tgstation.Server.Host/appsettings.yml
+++ b/src/Tgstation.Server.Host/appsettings.yml
@@ -23,6 +23,7 @@ Session:
   HighPriorityLiveDreamDaemon: false # If DreamDaemon instances should run as higher priority processes
   LowPriorityDeploymentProcesses: true # If TGS Deployments should run as lower priority processes
   DelayCleaningFailedDeployments: false # If true, deployments that fail will not be immediately cleaned up. They will be cleaned up the next time the instance is onlined
+  ForceUseDreamDaemonExe: false # If true, dd.exe will not be used on Windows systems in versions where it is present. Instead dreamdaemon.exe will always be used.
 FileLogging:
   Directory: # Directory in which log files are stored. Windows default: %PROGRAMDATA%/tgstation-server. Linux default: /var/log/tgstation-server
   Disable: true # Disable file logging entirely