diff --git a/tasks/main.yml b/tasks/main.yml
index a1b88ec..4409eb3 100644
--- a/tasks/main.yml
+++ b/tasks/main.yml
@@ -15,9 +15,16 @@
 - name: Ensure configuration of dbmail
   include_tasks: configure_dbmail.yml
 
+- name: Get file certificate stats
+  stat:
+    path: "/etc/letsencrypt/live/{{ mail_server_fqdn }}"
+  register: cert_file
+
 - name: Ensure certificates are configured
   include_tasks: configure_certificates.yml
-  when: dbmail_configuration['POP']['tls_port'] > 0 or dbmail_configuration['IMAP']['tls_port'] > 0 or dbmail_configuration['SIEVE']['tls_port'] > 0
+  when:
+    - dbmail_configuration['POP']['tls_port'] > 0 or dbmail_configuration['IMAP']['tls_port'] > 0 or dbmail_configuration['SIEVE']['tls_port'] > 0
+    - not cert_file.stat.exists
 
 - name: Ensure user's are configured in dbmail
   include_tasks: configure_dbmail_users.yml