diff --git a/build/package/deb/MakeInstall b/build/package/deb/MakeInstall
index da55bc97c3..6c9f10c652 100755
--- a/build/package/deb/MakeInstall
+++ b/build/package/deb/MakeInstall
@@ -5,8 +5,10 @@ install:
 		cp -r artifacts/* $(DESTDIR)/opt/tgstation-server
 		mkdir -p $(DESTDIR)/etc/tgstation-server
 		cp artifacts/appsettings.yml $(DESTDIR)/etc/tgstation-server/appsettings.ex.yml
-		echo -e "# tgstation-server configration file\n" > $(DESTDIR)/etc/tgstation-server/appsettings.Production.yml
+		echo -e "# tgstation-server configuration file\n# See /etc/tgstation-server/appsettings.ex.yml for details on individual configuration options" > $(DESTDIR)/etc/tgstation-server/appsettings.Production.yml
 		dh_link $(DESTDIR)/etc/tgstation-server/appsettings.Production.yml $(DESTDIR)/opt/tgstation-server/appsettings.Production.yml
+		mkdir -p $(DESTDIR)/usr/local/bin
+		cp build/package/deb/tgs-configure $(DESTDIR)/usr/local/bin/
 
 uninstall:
 		mkdir -p $(DESTDIR)/opt/tgstation-server
diff --git a/build/package/deb/debian/postinst b/build/package/deb/debian/postinst
index 933c850104..4f6d808f98 100755
--- a/build/package/deb/debian/postinst
+++ b/build/package/deb/debian/postinst
@@ -1,7 +1,21 @@
-#!/bin/bash
+#!/bin/sh -e
 
-pushd /opt/tgstation-server
-dotnet /opt/tgstation-server/lib/Default/Tgstation.Server.Host.dll General:SetupWizardMode=Only
-popd
+if [[ "$1" = "configure" ]]; then
+	systemctl mask tgstation-server
+fi
 
 #DEBHELPER#
+
+if [[ "$1" = "configure" ]]; then
+	echo "  _            _        _   _                                                "
+	echo " | |_ __ _ ___| |_ __ _| |_(_) ___  _ __        ___  ___ _ ____   _____ _ __ "
+	echo " | __/ _` / __| __/ _` | __| |/ _ \| '_ \ _____/ __|/ _ \ '__\ \ / / _ \ '__|"
+	echo " | || (_| \__ \ || (_| | |_| | (_) | | | |_____\__ \  __/ |   \ V /  __/ |   "
+	echo "  \__\__, |___/\__\__,_|\__|_|\___/|_| |_|     |___/\___|_|    \_/ \___|_|   "
+	echo "     |___/                                                                   "
+	echo "tgstation-server is now installed but must first be configured"
+	echo "Run 'sudo tgs-configure' to interactively configure your server"
+	echo "Alternatively, edit '/etc/tgstation-server/appsettings.Production.yml' to your desired specifications"
+	echo "Once complete, run 'sudo systemctl start tgstation-server' to start the service"
+	echo "You should do this now to prevent the service from starting with invalid configuration on the next system reboot"
+fi
diff --git a/build/package/deb/debian/prerm b/build/package/deb/debian/prerm
index 24938fbccf..759b0ed5fa 100755
--- a/build/package/deb/debian/prerm
+++ b/build/package/deb/debian/prerm
@@ -1,4 +1,4 @@
-#!/bin/bash
+#!/bin/sh -e
 
 #DEBHELPER#
 
diff --git a/build/package/deb/tgs-configure b/build/package/deb/tgs-configure
new file mode 100755
index 0000000000..05546f2a63
--- /dev/null
+++ b/build/package/deb/tgs-configure
@@ -0,0 +1,5 @@
+#!/bin/sh
+
+pushd /opt/tgstation-server
+dotnet /opt/tgstation-server/lib/Default/Tgstation.Server.Host.dll General:SetupWizardMode=Only
+popd
diff --git a/tgstation-server.sln b/tgstation-server.sln
index b7082a442b..e7206b2cd2 100644
--- a/tgstation-server.sln
+++ b/tgstation-server.sln
@@ -206,6 +206,7 @@ Project("{2150E333-8FDC-42A3-9474-1A3956D46DE8}") = "deb", "deb", "{457A1F89-620
 	ProjectSection(SolutionItems) = preProject
 		build\package\deb\build_package.sh = build\package\deb\build_package.sh
 		build\package\deb\MakeInstall = build\package\deb\MakeInstall
+		build\package\deb\tgs-configure = build\package\deb\tgs-configure
 		build\package\deb\wrap_gpg.sh = build\package\deb\wrap_gpg.sh
 	EndProjectSection
 EndProject