diff --git a/roles/sys-svc-msmtp/tasks/01_core.yml b/roles/sys-svc-msmtp/tasks/01_core.yml
index 0279b0bf..5cd3b980 100644
--- a/roles/sys-svc-msmtp/tasks/01_core.yml
+++ b/roles/sys-svc-msmtp/tasks/01_core.yml
@@ -19,10 +19,14 @@
   when:
     - "'web-app-mailu' in group_names"
     - >
-        (mail_host_reachability is defined and
-         (mail_host_reachability.status | default(0) | int) != 200)
+        (
+          mail_host_reachability is defined and
+          (mail_host_reachability.status | default(0) | int) != 200
+        )
         or
-        not (users['no-reply'].mailu_token | default(false) | bool)
+        (
+          users['no-reply'].mailu_token | default('', true) | length == 0
+        )
 
 - name: install msmtp msmtp-mta
   community.general.pacman: