Anyone knows what I need to do to have both my free and paid versions feed the same Game Center leader board?
I'm afraid that's not possible, because the Game Center uses the application's "bundle identifier" (such as com.myCompany.myCoolGame) to identify a game -- and two apps cannot have the same identifier.
That's at least the status in iOS 4.1.
Provide a complete app, but disable features. Then use an in-app purchase to unlock these functionality. This way, 'both' Apps will have the same identifier.
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