In a nutshell what my program does is: it executes and takes user input periodically using nswindow (which is controlled by my NSWindowController object) and continues execu
Your problem is that '-[NSWindowController showWindow:]' does not block waiting for window input. You call this, which tells your app to show the window, but then it immediately executes the next line, setting the password to nil, since it hasn't been set yet.
The IBAction occurs during a Run Loop. Basically, the flow of your app is:
Initialize App Controller -> show the window -> set password to nil -> run the Run Loop a bunch of times waiting for input -> Ok button gets pressed -> set the controllers password field -> go back to the run loop.
You should read up on run loops to try to understand what exactly is happening here. The above link will teach you what you need to learn, and much more. It's not multithreaded, but it is not running in the order you expect. Basically, you need to rearrange it such that in myController.mm, you wait for the input. This could be done via Notifications, or just by calling a method in the IBAction that tells the controller the password has changed (which is essentially what the Notification does).
Edit: Actually, once you fix this, you should be sure that you call 'retain' on the password you get during the IBAction, otherwise you will crash once that string gets autoreleased and you try to access it. Memory Management Guide