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Maybe I am misunderstanding, but I just tried that flow with a Pages document and it still works in Sonoma. Drag the icon from the header, drop into an email. Now I'm curious what the old feature was.

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What's changed is that newer versions of the OS hide the file proxy icon by default. You have to hover the cursor over the title for a second to see it, or to interact with it. Before, it was always visible, and ready to be clicked + dragged.

I think there’s an option somewhere to enable it, but yeah annoying it’s not default.

Ah maybe I changed this setting at some point and don't remember. It is always there for me, not only on hover.

Likewise, I think I enabled an option to always show it.

Its under System Settings → Accessibility → Display → Show window title icons

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