It wouldn't be impossible, but when I think of the automated-tools that would drive sudo I'm wary of producing unexpected output by default. I would guess that

It wouldn't be impossible, but when I think of the automated-tools that would drive sudo I'm wary of producing unexpected output by default. I would guess that the kind of org that wanted this would probably be using some kind of automation so they could issue the notification via /etc/issue, /etc/issue.net, or similar central fashion. Maybe I'm optimistic!