Still amazed by the fact that you can ever only have a single “vacation” in Outlook calendar and it perpetually surprises my colleagues whenever I’m going on vacation because I can only ever enter my time off whenever the other has expired 😊
(Yes, I know about the event type of “Out of office”, but it doesn’t carry any of the benefits (automatically declining meetings, cancellation of existing meetings, auto-reply messages etc) of the regular “Automatic replies” feature)