diff --git a/addons/web_editor/static/src/js/wysiwyg/widgets/image_optimize_dialog.js b/addons/web_editor/static/src/js/wysiwyg/widgets/image_optimize_dialog.js
index 4ba7fbf4350..ef6222f223d 100644
--- a/addons/web_editor/static/src/js/wysiwyg/widgets/image_optimize_dialog.js
+++ b/addons/web_editor/static/src/js/wysiwyg/widgets/image_optimize_dialog.js
@@ -216,7 +216,9 @@ var ImageOptimizeDialog = Dialog.extend({
      * @private
      */
     _onKeepOriginalClick: function () {
-        this.trigger_up('attachment_updated', this.attachment);
+        if (!this.isExisting) {
+            this.trigger_up('attachment_updated', this.attachment);
+        }
         this.close();
     },
     /**
diff --git a/addons/web_editor/static/src/js/wysiwyg/widgets/media.js b/addons/web_editor/static/src/js/wysiwyg/widgets/media.js
index 44f34ee7035..3f808964beb 100644
--- a/addons/web_editor/static/src/js/wysiwyg/widgets/media.js
+++ b/addons/web_editor/static/src/js/wysiwyg/widgets/media.js
@@ -390,7 +390,11 @@ var FileWidget = SearchableMediaWidget.extend({
             });
             optimizeDialog.on('closed', self, function () {
                 self.noSave = true;
-                resolve(attachment);
+                if (isExisting) {
+                    reject();
+                } else {
+                    resolve(attachment);
+                }
             });
         });
         var always = function () {