Microsoft Outlook: Did not receive out of office email

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Microsoft Outlook
Last night, I had to send a bunch of important emails to a co-worker who's out on holiday for a couple of days. After I sent the first one, I did receive an 'out-of-office' email (basically confirmation) but when I sent the second two emails, I didn't get any OOO emails. Does Outlook just send it after the first one? I just want to make sure my emails were received.
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Yes.  Exchange will only send out of office messages once to each recipient.  See https://support.microsoft.com/en-us/help/157961/only-one-reply-is-sent-to-each-sender-when-the-out-of-office-assistant 

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  • ToddN2000
    Yes it only sends it once per email address. This is to cut down on the email server work load.
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  • Subhendu Sen
    Probably, it is better to create/use rules for a reply sent for every message.
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