diff --git a/tasks/main.yml b/tasks/main.yml
index 6fdd825a20c77d5d1d970de1067ecc1fda521533..a445ce2cdb7b891274e1c2be7821a638d98b1c4e 100644
--- a/tasks/main.yml
+++ b/tasks/main.yml
@@ -49,7 +49,7 @@
         name: Cleanup Docker
         hour: 23
         minute: 55
-        job: /usr/bin/docker system prune -f > /dev/null 2>&1
+        job: /usr/bin/docker system prune -f > /dev/null 2>&1 && {{ lookup('healthchecks', '', base_url='https://healthchecks.lakedrops.com', api_key=healthchecks.api, host=inventory_hostname, user='root', jobname='Cleanup Docker', schedule='55 23 * * *', channels=healthchecks.channels|join(',')) }}
         disabled: '{{ crons_disabled|default(false) }}'
       tags:
         - cron