diff --git a/target/check-for-changes.sh b/target/check-for-changes.sh
index da3e0607..e72243d0 100755
--- a/target/check-for-changes.sh
+++ b/target/check-for-changes.sh
@@ -34,7 +34,7 @@ echo "${log_date} Using postmaster address ${PM_ADDRESS}"
 
 # Create an array of files to monitor, must be the same as in start-mailserver.sh
 declare -a cf_files=()
-for file in postfix-accounts.cf postfix-virtual.cf postfix-aliases.cf dovecot-quotas.cf /etc/letsencrypt/acme.json; do
+for file in postfix-accounts.cf postfix-virtual.cf postfix-aliases.cf dovecot-quotas.cf /etc/letsencrypt/acme.json "/etc/letsencrypt/live/$HOSTNAME/key.pem" "/etc/letsencrypt/live/$HOSTNAME/fullchain.pem"; do
   [ -f "$file" ] && cf_files+=("$file")
 done
 
diff --git a/target/start-mailserver.sh b/target/start-mailserver.sh
index 932b00b1..e674361c 100644
--- a/target/start-mailserver.sh
+++ b/target/start-mailserver.sh
@@ -505,7 +505,7 @@ function _setup_chksum_file() {
           pushd /tmp/docker-mailserver
 
           declare -a cf_files=()
-          for file in postfix-accounts.cf postfix-virtual.cf postfix-aliases.cf dovecot-quotas.cf /etc/letsencrypt/acme.json; do
+          for file in postfix-accounts.cf postfix-virtual.cf postfix-aliases.cf dovecot-quotas.cf /etc/letsencrypt/acme.json "/etc/letsencrypt/live/$HOSTNAME/key.pem" "/etc/letsencrypt/live/$HOSTNAME/fullchain.pem"; do
             [ -f "$file" ] && cf_files+=("$file")
           done