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0e1f616
(Get the code!)
A notification bubble would be unpleasant for this situation, because it invites an input response but doesn't allow it, as recommended against in our own notification design guidelines. <https:/
The combination of dialog-and-checkbox (for example, "Are you sure..." confirmation alerts) is usually bad, because it attempts to tackle situations where everybody needs the dialog occasionally with a dialog that appears always for some people and never for others. And it's seldom clear where (or if it's even possible) to change your mind about the checkbox later.
In this case, though, I think a dialog-and-checkbox combo would be reasonable. In this case, people really do differ widely in their use: some will use headphones almost all the time, some a microphone almost all the time, some a headset almost all the time, and a few a constant variety of devices. And in this case, there is an obvious home for reversing the checkbox -- the Sound panel of System Settings.
I'm now working on the design of the dialog. We can make it much quicker to use than the attached screenshot from Windows by using a large button for each device type (one easy click), rather than a checkbox then an "OK" button (two fiddly clicks).