How do you force a window to stay in the foreground (i.e. Force Quit Window). I tried [myWindow orderFrontRegardless] and this doesn’t work.

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Use a Panel instead of a Window and select the Utility Window checkbox in its info panel in InterfaceBuilder. – Bo

Or just call [window setLevel:NSFloatingWindowLevel]; if you don’t want the full range of NSPanel behaviors.

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see also WindowAlwaysInFront