diff --git a/src/Tgstation.Server.Host.Service/Program.cs b/src/Tgstation.Server.Host.Service/Program.cs
index 9056e67f70..673accd9a0 100644
--- a/src/Tgstation.Server.Host.Service/Program.cs
+++ b/src/Tgstation.Server.Host.Service/Program.cs
@@ -118,6 +118,32 @@ namespace Tgstation.Server.Host.Service
 				{
 					if (Uninstall)
 						return; // oh no, it's retarded...
+
+					// First check if the service already exists
+					if (Environment.UserInteractive)
+						foreach (ServiceController sc in ServiceController.GetServices())
+							if (sc.ServiceName == "tgstation-server" || sc.ServiceName == "tgstation-server-4")
+							{
+								DialogResult result = MessageBox.Show($"You already have another TGS service installed ({sc.ServiceName}). Would you like to uninstall it now? Pressing \"No\" will cancel this install.", "TGS Service", MessageBoxButtons.YesNo);
+								if (result != DialogResult.Yes)
+									return; // is this needed after exit?
+
+								// Stop it first to give it some cleanup time
+								if (sc.Status == ServiceControllerStatus.Running)
+								{
+									sc.Stop();
+									sc.WaitForStatus(ServiceControllerStatus.Stopped);
+								}
+
+								// And remove it
+								using (ServiceInstaller si = new ServiceInstaller())
+								{
+									si.Context = new InstallContext($"old-{sc.ServiceName}-uninstall.log", null);
+									si.ServiceName = sc.ServiceName;
+									si.Uninstall(null);
+								}
+							}
+
 					using (var processInstaller = new ServiceProcessInstaller())
 					using (var installer = new ServiceInstaller())
 					{