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Sent emails from Outlook are randomly disappearing never actually sent and do not appear in Sent box, drafts, trash or anywhere. Happens to different addresses

Donald Burton 55 Reputation points
Aug 7, 2023, 12:48 PM

I will realize after not getting a reply in Outlook that message I sent was not received. When I look for copy it is not in Sent box or anywhere on my computer. Simply no record I ever wrote it. This is a random occurrence.

May be related to Outlook on my Apple phone. I have my email on PC, Microsoft Surface and IPhone. All are synched.

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  1. SokiGuo-MSFT 29,551 Reputation points Microsoft Vendor
    Aug 8, 2023, 6:35 AM

    Hi @Donald Burton

    May be related to Outlook on my Apple phone. I have my email on PC, Microsoft Surface and IPhone. All are synched. 

    Does the problem only occur on Apple phones?

    What is your account type? (Exchange/IMAP/POP) 

    According to your description, there are a few possible reasons why this might happen, and some solutions you can try to fix it.

    One reason that email messages that you send do not appear in the Sent folder is that Save copies of messages in the Sent Items folder is not enabled. To check this setting, go to: File > Options > Mail> Save copies of messages in the Sent Items folder.

    User's image

    The second reason is that emails are blocked or filtered. Please try contacting the recipient to mark your email as safe or trusted.

    User's image

    The third reason why an email you sent doesn't appear in the Sent folder is stuck in the Outbox (due to connectivity issues or sign-in issues). To fix this, you can try these steps:

    1. Make sure your internet connection is working and you are logged in to your second email account.
    2. Click Send/Receive > Update Folder.
    3. If you see any messages in the Outbox folder, double-click them, and click Send.

    If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".

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