Did not receive a second Out of Office reply

Question

I sent out some documents of the "very important" kind to my college during the holiday. I received a confirmation email for the first one sent but not the second or the third. I sent all emails on the same night - the first at around 8:50pm, the second at 11:55pm and the third around 11:59pm. Yes, it was due at midnight... and yeah, I'm a super procrastinator...

My question is - were the last two received? Would the auto-reply system not bother sending me a second confirmation if it was sent in the same day?

Thanks guys! I know this is super simple but I can't seem to find the answer anywhere and cant contact the department to check if the emails were received...

Answer 1

By default, only one OOO Reply is sent to each sender (not each message).

Microsoft

The Out of Office Assistant sends an automatic reply to notify users who send you messages that you are away from the office. Your reply is only sent once to a message sender. The count is reset when you toggle the Out of Office Assistant. Microsoft Exchange clears its internal "sent to" list when you disable the Out of Office Assistant.

If you would like to have a reply sent for every message, use Rules instead of the Out of Office Assistant.