How to add multiple menu items with the same title to NSPopUpButton(NSMenu)?

As docs say it's impossible to add two menu items to NSPopUpButton if they both have the same title. I was trying to add menu items to [popupButton menu], but with no luck. I was also trying to create a new menu, add items to it and then use [popupButton setMenu:newMenu], but no. Menu always display only one item per name.

But I know it should be possible, if you try to create a smart playlist in iTunes, you could select "Playlist" from the left popup button, "=" from the middle, and the right one will hold menu items for every playlist in iTunes EVEN if they have the same title. So how do they do it?

I had the exact problem and it was solved easily. Instead of using NSPopUpButton methods such as –addItemWithTitle: to manipulate the button items, I added an NSArrayController and added the items into the array controller instead. Then I used the bindings to bind the controller and the popup button and now it shows items with same titles.

To do the bindings:

1. Add an NSArrayController in IB.
2. Set the NSPopUpButton bindings for "Content" to Array Controller with the "Controller Key" being "arrangedObjects"
3. Set the NSPopUpButton bindings for "Selected Index" to Array Controller with the "Controller Key" being "selectionIndex"
4. [Optional] Select the array controller and set the Class Name in attributes to whatever class your items are e.g. NSString or you can use the default NSMutableDictionary and add keys in the box below which consequently lets you wrap your items in a dictionary and add different keys for what you want to show in popup button and what you want to have in background. To set which key of the dictionary you want to be reflected in the popup button, go to popup button's bindings for "Content" again and set the "Modal key Path" to the key you added in the array controller attribute.