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When we create the first page in the default context in headless mode on mac, it gets NSWindow that is "not visible". Although we call [window setIsVisible:YES], later on window.isVisible still returns NO. We create our offscreen "headless" NSWindow directly from applicationDidFinishLaunching:. Experiments show that delaying this by 100ms makes everything work. As a symptom, we get applicationDidUnhide: notification that does not happen when we create the window immediately. Perhaps, we create the window too early, and there is some essential initialization that happens after applicationDidFinishLaunching:. However, if we call [NSApp activateIgnoringOtherApps:YES] like we do in headful mode, everything works. The only solution that worked so far is creating the first page after a timeout.