diff --git a/target/scripts/helpers/error.sh b/target/scripts/helpers/error.sh
index 99135e1d..d4462b9f 100644
--- a/target/scripts/helpers/error.sh
+++ b/target/scripts/helpers/error.sh
@@ -35,7 +35,7 @@ function dms_panic() {
       ;;
 
     ( 'no-file' ) # PANIC_INFO == <invalid filepath>
-      SHUTDOWN_MESSAGE="File ${PANIC_INFO} does not exist!"
+      SHUTDOWN_MESSAGE="Missing expected file(s): ${PANIC_INFO}"
       ;;
 
     ( 'misconfigured' ) # PANIC_INFO == <something possibly misconfigured, eg an ENV var>
diff --git a/target/scripts/helpers/ssl.sh b/target/scripts/helpers/ssl.sh
index e3d4e7db..c7d70317 100644
--- a/target/scripts/helpers/ssl.sh
+++ b/target/scripts/helpers/ssl.sh
@@ -309,7 +309,15 @@ function _setup_ssl() {
 
         _log 'trace' "SSL configured with 'self-signed' certificates"
       else
-        _dms_panic__no_file "${SS_KEY} or ${SS_CERT} or ${SS_CA_CERT}" "${SCOPE_SSL_TYPE}"
+        local MISSING_FILES=()
+        [[ ! -f ${SS_KEY} ]]     && MISSING_FILES+=("${SS_KEY}")
+        [[ ! -f ${SS_CERT} ]]    && MISSING_FILES+=("${SS_CERT}")
+        [[ ! -f ${SS_CA_CERT} ]] && MISSING_FILES+=("${SS_CA_CERT}")
+
+        # Concatenate each element and delimit with ` + `:
+        local ERROR_CONTEXT
+        ERROR_CONTEXT=$(printf "'%s' + " "${MISSING_FILES[@]}" | sed 's/ + $//')
+        _dms_panic__no_file "${ERROR_CONTEXT}" "${SCOPE_SSL_TYPE}"
       fi
       ;;