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Is this possible? Easy enough to achieve with AppleScript, but I don't want a separate launcher in the dock.

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The brief research and testing I've done seems to indicate that the plist setting WebKitPrivateBrowsingEnabled always defaults to false. The only way to enable private mode on launch is to use an AppleScript.

Some workarounds:

  1. You could have an applescript that is always idling in the background to detect the launch of Safari. Put this applescript in your startup items. Details here.
  2. You could add a keyboard shortcut to Private Browsing to make it easy to toggle on. Details here.
  3. Maybe there's a way to do this with a new Safari Extension?
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