diff --git a/manual_content_scan.c b/manual_content_scan.c
index efd91c2ad4..6fc2424888 100644
--- a/manual_content_scan.c
+++ b/manual_content_scan.c
@@ -513,6 +513,7 @@ enum manual_content_scan_playlist_refresh_status
    bool search_recursively      = false;
    bool search_archives         = false;
    bool filter_dat_content      = false;
+   bool overwrite_playlist      = false;
 #ifdef HAVE_LIBRETRODB
    struct string_list *rdb_list = NULL;
 #endif
@@ -542,6 +543,7 @@ enum manual_content_scan_playlist_refresh_status
    search_recursively = playlist_get_scan_search_recursively(playlist);
    search_archives    = playlist_get_scan_search_archives(playlist);
    filter_dat_content = playlist_get_scan_filter_dat_content(playlist);
+   overwrite_playlist = playlist_get_scan_overwrite_playlist(playlist);
 
    /* Determine system name (playlist basename
     * without extension) */
@@ -712,11 +714,10 @@ enum manual_content_scan_playlist_refresh_status
    scan_settings.search_recursively = search_recursively;
    scan_settings.search_archives    = search_archives;
    scan_settings.filter_dat_content = filter_dat_content;
+   scan_settings.overwrite_playlist = overwrite_playlist;
    /* When refreshing a playlist:
-    * > We never overwrite the existing file
     * > We always validate entries in the
     *   existing file */
-   scan_settings.overwrite_playlist = false;
    scan_settings.validate_entries   = true;
 
 end:
diff --git a/playlist.c b/playlist.c
index 41ff2d0edc..9704ff2c7e 100644
--- a/playlist.c
+++ b/playlist.c
@@ -58,6 +58,7 @@ typedef struct
    bool search_recursively;
    bool search_archives;
    bool filter_dat_content;
+   bool overwrite_playlist;
 } playlist_manual_scan_record_t;
 
 struct content_playlist
@@ -1836,6 +1837,17 @@ void playlist_write_file(playlist_t *playlist)
          }
          rjsonwriter_raw(writer, ",", 1);
          rjsonwriter_raw(writer, "\n", 1);
+
+         rjsonwriter_add_spaces(writer, 2);
+         rjsonwriter_add_string(writer, "scan_overwrite_playlist");
+         rjsonwriter_raw(writer, ":", 1);
+         rjsonwriter_raw(writer, " ", 1);
+         {
+            bool value = playlist->scan_record.overwrite_playlist;
+            rjsonwriter_raw(writer, (value ? "true" : "false"), (value ? 4 : 5));
+         }
+         rjsonwriter_raw(writer, ",", 1);
+         rjsonwriter_raw(writer, "\n", 1);
       }
 
       rjsonwriter_add_spaces(writer, 2);
@@ -2429,6 +2441,8 @@ static bool JSONObjectMemberHandler(void *context, const char *pValue, size_t le
                pCtx->current_meta_bool_val      = &pCtx->playlist->scan_record.search_archives;
             else if (string_is_equal(pValue, "scan_filter_dat_content"))
                pCtx->current_meta_bool_val      = &pCtx->playlist->scan_record.filter_dat_content;
+            else if (string_is_equal(pValue, "scan_overwrite_playlist"))
+               pCtx->current_meta_bool_val      = &pCtx->playlist->scan_record.overwrite_playlist;
             else if (string_is_equal(pValue, "sort_mode"))
                pCtx->current_meta_sort_mode_val = &pCtx->playlist->sort_mode;
             break;
@@ -3267,6 +3281,13 @@ bool playlist_get_scan_filter_dat_content(playlist_t *playlist)
    return playlist->scan_record.filter_dat_content;
 }
 
+bool playlist_get_scan_overwrite_playlist(playlist_t *playlist)
+{
+   if (!playlist)
+      return false;
+   return playlist->scan_record.overwrite_playlist;
+}
+
 bool playlist_scan_refresh_enabled(playlist_t *playlist)
 {
    if (!playlist)
@@ -3476,6 +3497,15 @@ void playlist_set_scan_filter_dat_content(playlist_t *playlist, bool filter_dat_
    }
 }
 
+void playlist_set_scan_overwrite_playlist(playlist_t *playlist, bool overwrite_playlist)
+{
+   if (playlist && playlist->scan_record.overwrite_playlist != overwrite_playlist)
+   {
+      playlist->scan_record.overwrite_playlist = overwrite_playlist;
+      playlist->modified = true;
+   }
+}
+
 /* Returns true if specified entry has a valid
  * core association (i.e. a non-empty string
  * other than DETECT) */
diff --git a/playlist.h b/playlist.h
index 7f100c687b..23705ab7fd 100644
--- a/playlist.h
+++ b/playlist.h
@@ -361,6 +361,7 @@ const char *playlist_get_scan_dat_file_path(playlist_t *playlist);
 bool playlist_get_scan_search_recursively(playlist_t *playlist);
 bool playlist_get_scan_search_archives(playlist_t *playlist);
 bool playlist_get_scan_filter_dat_content(playlist_t *playlist);
+bool playlist_get_scan_overwrite_playlist(playlist_t *playlist);
 bool playlist_scan_refresh_enabled(playlist_t *playlist);
 
 void playlist_set_default_core_path(playlist_t *playlist, const char *core_path);
@@ -375,6 +376,7 @@ void playlist_set_scan_dat_file_path(playlist_t *playlist, const char *dat_file_
 void playlist_set_scan_search_recursively(playlist_t *playlist, bool search_recursively);
 void playlist_set_scan_search_archives(playlist_t *playlist, bool search_archives);
 void playlist_set_scan_filter_dat_content(playlist_t *playlist, bool filter_dat_content);
+void playlist_set_scan_overwrite_playlist(playlist_t *playlist, bool overwrite_playlist);
 
 /* Returns true if specified entry has a valid
  * core association (i.e. a non-empty string
diff --git a/tasks/task_manual_content_scan.c b/tasks/task_manual_content_scan.c
index 663d7678cb..058e4a5938 100644
--- a/tasks/task_manual_content_scan.c
+++ b/tasks/task_manual_content_scan.c
@@ -273,6 +273,8 @@ static void task_manual_content_scan_handler(retro_task_t *task)
                   manual_scan->task_config->search_archives);
             playlist_set_scan_filter_dat_content(manual_scan->playlist,
                   manual_scan->task_config->filter_dat_content);
+            playlist_set_scan_overwrite_playlist(manual_scan->playlist,
+                  manual_scan->task_config->overwrite_playlist);
 
             /* All good - can start iterating
              * > If playlist has content and 'validate