diff --git a/src/main/java/com/rarchives/ripme/ui/MainWindow.java b/src/main/java/com/rarchives/ripme/ui/MainWindow.java
index 71a93276..8b54e180 100644
--- a/src/main/java/com/rarchives/ripme/ui/MainWindow.java
+++ b/src/main/java/com/rarchives/ripme/ui/MainWindow.java
@@ -1333,11 +1333,26 @@ public final class MainWindow implements Runnable, RipStatusHandler {
         logger.debug("Saved window position (x=" + x + ", y=" + y + ", w=" + w + ", h=" + h + ")");
     }
 
+    public static boolean hasWindowPositionBug() {
+        String osName = System.getProperty("os.name");
+        if (osName != null) {
+            // Java on Windows has a bug where if we try to manually set the position of the Window,
+            // javaw.exe will not close itself down when the application is closed.
+            // Therefore, even if isWindowPositioningEnabled, if we are on Windows, we ignore it.
+            return osName.startsWith("Windows");
+        } else {
+            // If we're unsure, since we know there might be a bug,
+            // better be safe and report that the bug exists.
+            return true;
+        }
+    }
+
     public static void restoreWindowPosition(Frame frame) {
-        if (!isWindowPositioningEnabled()) {
+        if (!isWindowPositioningEnabled() || hasWindowPositionBug()) {
             mainFrame.setLocationRelativeTo(null); // default to middle of screen
             return;
         }
+
         try {
             int x = Utils.getConfigInteger("window.x", -1);
             int y = Utils.getConfigInteger("window.y", -1);