diff --git a/src/citron/game_list.cpp b/src/citron/game_list.cpp
index ebb5b4da4..c94246d63 100644
--- a/src/citron/game_list.cpp
+++ b/src/citron/game_list.cpp
@@ -4,6 +4,7 @@
 
 #include <regex>
 #include <QApplication>
+#include <QCheckBox>
 #include <QDir>
 #include <QFileInfo>
 #include <QHeaderView>
@@ -818,6 +819,27 @@ void GameList::ValidateEntry(const QModelIndex& item) {
         }
         case GameListItemType::AddDir:
             emit AddDirectory();
+
+            if (UISettings::values.prompt_for_autoloader) {
+                QMessageBox msg_box(this);
+                msg_box.setWindowTitle(tr("Autoloader"));
+                msg_box.setText(
+                    tr("Would you like to use the Autoloader to install all Updates/DLC within your game directories?\n\n"
+                       "If not now, you can always go to Emulation -> Configure -> Filesystem in order to use this feature. Also, if you have multiple update files for a single game, you can use the Update Manager "
+                       "in File -> Install Updates with Update Manager."));
+                msg_box.setStandardButtons(QMessageBox::Yes | QMessageBox::No);
+                QCheckBox* check_box = new QCheckBox(tr("Do not ask me again"));
+                msg_box.setCheckBox(check_box);
+
+                if (msg_box.exec() == QMessageBox::Yes) {
+                    emit RunAutoloaderRequested();
+                }
+
+                if (check_box->isChecked()) {
+                    UISettings::values.prompt_for_autoloader = false;
+                    emit SaveConfig();
+                }
+            }
             break;
         default:
             break;