diff --git a/src/test/test-engine.c b/src/test/test-engine.c
index 701594fe53..3624a274e2 100644
--- a/src/test/test-engine.c
+++ b/src/test/test-engine.c
@@ -9,12 +9,14 @@
 #include "rm-rf.h"
 #include "test-helper.h"
 #include "tests.h"
+#include "service.h"
 
 int main(int argc, char *argv[]) {
         _cleanup_(rm_rf_physical_and_freep) char *runtime_dir = NULL;
         _cleanup_(sd_bus_error_free) sd_bus_error err = SD_BUS_ERROR_NULL;
         _cleanup_(manager_freep) Manager *m = NULL;
-        Unit *a = NULL, *b = NULL, *c = NULL, *d = NULL, *e = NULL, *g = NULL, *h = NULL, *unit_with_multiple_dashes = NULL;
+        Unit *a = NULL, *b = NULL, *c = NULL, *d = NULL, *e = NULL, *g = NULL,
+             *h = NULL, *i = NULL, *unit_with_multiple_dashes = NULL;
         Job *j;
         int r;
 
@@ -94,6 +96,20 @@ int main(int argc, char *argv[]) {
         assert_se(manager_add_job(m, JOB_START, h, JOB_FAIL, NULL, NULL, &j) == 0);
         manager_dump_jobs(m, stdout, "\t");
 
+        printf("Load5:\n");
+        manager_clear_jobs(m);
+        assert_se(manager_load_startable_unit_or_warn(m, "i.service", NULL, &i) >= 0);
+        SERVICE(a)->state = SERVICE_RUNNING;
+        SERVICE(d)->state = SERVICE_RUNNING;
+        manager_dump_units(m, stdout, "\t");
+
+        printf("Test11: (Start/stop job ordering, execution cycle)\n");
+        assert_se(manager_add_job(m, JOB_START, i, JOB_FAIL, NULL, NULL, &j) == 0);
+        assert_se(a->job && a->job->type == JOB_STOP);
+        assert_se(d->job && d->job->type == JOB_STOP);
+        assert_se(b->job && b->job->type == JOB_START);
+        manager_dump_jobs(m, stdout, "\t");
+
         assert_se(!hashmap_get(a->dependencies[UNIT_PROPAGATES_RELOAD_TO], b));
         assert_se(!hashmap_get(b->dependencies[UNIT_RELOAD_PROPAGATED_FROM], a));
         assert_se(!hashmap_get(a->dependencies[UNIT_PROPAGATES_RELOAD_TO], c));
diff --git a/test/i.service b/test/i.service
new file mode 100644
index 0000000000..938ea77bdf
--- /dev/null
+++ b/test/i.service
@@ -0,0 +1,8 @@
+[Unit]
+Description=I
+Conflicts=a.service d.service
+Wants=b.service
+After=b.service
+
+[Service]
+ExecStart=/bin/true
diff --git a/test/meson.build b/test/meson.build
index 17d0f3cddd..a243538081 100644
--- a/test/meson.build
+++ b/test/meson.build
@@ -26,6 +26,7 @@ test_data_files = '''
         hello-after-sleep.target
         hello.service
         hwdb/10-bad.hwdb
+        i.service
         journal-data/journal-1.txt
         journal-data/journal-2.txt
         nomem.slice