Outlook not sending automatic replies. In Outlook for Mac, turn on Out of Office in Tools > Automatic Replies. We're migrating mailboxes from IMAP to Exchange. To get to the Automatic replies page from the main Outlook Web App page, go to the upper corner and choose Options, then choose Automatic replies from the list in the navigation pane. Use rules to reply to incoming emails when you're away When you click File in Outlook, you should see a screen that looks something like this: If you see a button that says Automatic Replies, see Send automatic out of office replies from Outlook. If automatic replies are enabled, only one reply is sent to each sender even if a recipient receives multiple messages from a sender. 2. A full mailbox can prevent automatic replies from being sent. An OOF message isn't sent even though you enable the OOF message. After automatic replies are turned on, they’ll be sent once to each sender. Jan 9, 2025 ยท We have a problem with the automatic replies in Outlook. nwnft tbnai hd6rs7 vch4c bqb kfqsi ibj ywpgqd dtobu osuw