Seven days till vacation
You could use brute force to enter data in an Outlook calendar that would count down to an event. Creating separate entries rapidly becomes tedious.
Outlook MVP Diane Poremsky demonstrates a way to quickly combine a list in Excel (or other CSV type formats) with calendar entries in Outlook.
It boils down to creating a list and importing into an Outlook calendar.
Here are the instructions including screenshots:
Create Countdown Calendar Items
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