diff -Nru systemd-229/debian/changelog systemd-229/debian/changelog
--- systemd-229/debian/changelog	2019-06-26 00:37:26.000000000 +0300
+++ systemd-229/debian/changelog	2019-08-07 15:03:46.000000000 +0300
@@ -1,3 +1,11 @@
+systemd (229-4ubuntu21.23) xenial; urgency=medium
+
+  * d/p/core-change-job-mode-of-manager-triggered-restarts.patch:
+    - Backport upstream PR#11467 to prevent systemd from failing to restart
+      failed jobs under certain conditions (LP: #1839290)
+
+ -- Vladimir Kononov <voldemark@gmail.com>  Wed, 07 Aug 2019 14:41:31 +0300
+
 systemd (229-4ubuntu21.22) xenial; urgency=medium

   [ Dan Streetman ]
diff -Nru systemd-229/debian/patches/core-change-job-mode-of-manager-triggered-restarts.patch systemd-229/debian/patches/core-change-job-mode-of-manager-triggered-restarts.patch
--- systemd-229/debian/patches/core-change-job-mode-of-manager-triggered-restarts.patch	1970-01-01 03:00:00.000000000 +0300
+++ systemd-229/debian/patches/core-change-job-mode-of-manager-triggered-restarts.patch	2019-08-07 16:17:56.000000000 +0300
@@ -0,0 +1,23 @@
+## Description: change job mode of manager triggered restarts to JOB_REPLACE
+ Backport upstream patch fixing systemd not restarting jobs
+ under certain conditions.
+## Origin: upstream, https://github.com/systemd/systemd/pull/11467
+## Bug: https://github.com/systemd/systemd/issues/11305
+## Bug: https://github.com/systemd/systemd/issues/3260
+## Bug-Ubuntu: https://bugs.launchpad.net/bugs/1839290
+## Applied-Upstream: commit:03ff2dc71ecb09272d728d458498b44f7f132f51
+## Last-Update: 2019-08-07
+## Author: Vladimir Kononov <voldemark@gmail.com>
+Index: systemd-229/src/core/service.c
+===================================================================
+--- systemd-229.orig/src/core/service.c
++++ systemd-229/src/core/service.c
+@@ -1843,7 +1843,7 @@ static void service_enter_restart(Servic
+          * restarted. We use JOB_RESTART (instead of the more obvious
+          * JOB_START) here so that those dependency jobs will be added
+          * as well. */
+-        r = manager_add_job(UNIT(s)->manager, JOB_RESTART, UNIT(s), JOB_FAIL, &error, NULL);
++        r = manager_add_job(UNIT(s)->manager, JOB_RESTART, UNIT(s), JOB_REPLACE, &error, NULL);
+         if (r < 0)
+                 goto fail;
+
diff -Nru systemd-229/debian/patches/series systemd-229/debian/patches/series
--- systemd-229/debian/patches/series	2019-06-26 00:32:26.000000000 +0300
+++ systemd-229/debian/patches/series	2019-08-07 14:39:15.000000000 +0300
@@ -136,3 +136,4 @@
 systemctl-load-unit-if-needed-in-systemctl-is-active.patch
 ask-password-prevent-buffer-overrow-when-reading-fro.patch
 Append-snap-bin-to-default-PATH.patch
+core-change-job-mode-of-manager-triggered-restarts.patch