diff --git a/playlist.c b/playlist.c
index 5ccc40cd2e..7406e75df0 100644
--- a/playlist.c
+++ b/playlist.c
@@ -309,9 +309,17 @@ bool playlist_push(playlist_t *playlist,
    for (i = 0; i < playlist->size; i++)
    {
       struct playlist_entry tmp;
-      bool equal_path = (!path && !playlist->entries[i].path) ||
+      bool equal_path;
+
+      equal_path = (!path && !playlist->entries[i].path) ||
          (path && playlist->entries[i].path &&
-          string_is_equal(path,playlist->entries[i].path));
+#ifdef _WIN32
+          /*prevent duplicates on case-insensitive operating systems*/
+          string_is_equal_noncase(path,playlist->entries[i].path)
+#else
+          string_is_equal(path,playlist->entries[i].path)
+#endif
+          );
 
       /* Core name can have changed while still being the same core.
        * Differentiate based on the core path only. */
diff --git a/tasks/task_content.c b/tasks/task_content.c
index 0c8f0b4129..926d2e1d62 100644
--- a/tasks/task_content.c
+++ b/tasks/task_content.c
@@ -996,7 +996,7 @@ static bool command_event_cmd_exec(const char *data,
 
 #if defined(HAVE_DYNAMIC)
    if (!task_load_content(&content_info, content_ctx,
-            false, launched_from_cli, error_string))
+            true, launched_from_cli, error_string))
       return false;
 #else
    frontend_driver_set_fork(FRONTEND_FORK_CORE_WITH_ARGS);