--- res/res_musiconhold.c	2020-05-13 18:31:03.002698680 +0200
+++ /tmp/res_musiconhold.c	2020-05-13 18:40:34.455224579 +0200
@@ -1087,9 +1087,16 @@
 				if (!dup) {
 					continue;
 				}
-				if (ast_begins_with(dup, "/") && strrchr(dup, '.')) {
-					ast_log(LOG_WARNING, "The playlist entry '%s' may include an extension, which could prevent it from playing.\n",
-						dup);
+
+				if (ast_begins_with(dup, "/")) {
+					char *last_pos_dot = strrchr(dup, '.');
+					char *last_pos_slash = strrchr(dup, '/');
+					if (last_pos_dot != NULL) {
+						if ((int)(last_pos_dot - dup) > (int)(last_pos_slash - dup)) {
+							ast_log(LOG_WARNING, "The playlist entry '%s' may include an extension, which could prevent it from playing.\n",
+								dup);
+						}
+					}
 				}
 				AST_VECTOR_APPEND(&mohclass->files, dup);
 			} else {