Emails that I am sending to myself (copied) are going to Delete folders automatically

Naveed Mahmood 0 Reputation points
2026-10-30T16:35:23.8433333+00:00

Hello,

Emails I send to myself at <removed PII>@outlook.com arrive in my inbox and then move to Deleted Items within about 10 seconds. Sometimes they go straight to Deleted Items.

Here's what I've already tried:

  • I checked my rules. There are only two rules, both for Square emails, and neither deletes anything.
  • I found my own address on the Blocked Senders list, both in Outlook on the web and in desktop Outlook, and removed it.
  • I checked Sweep, and there are no Sweep rules.
  • I turned off Ignore Conversation.
  • I started desktop Outlook in safe mode.
  • I created a brand new Outlook profile.
  • I put the only other device using this account into airplane mode.
  • I changed my password.

The problem is still happening. Could you please check whether there's a server-side rule, block or setting on my account that's causing it?

Thank you.


Outlook | Web | Outlook.com | Email
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2 answers

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  1. EmilyS726 279.7K Reputation points Independent Advisor
    2026-10-30T17:10:34.95+00:00

    Hello

    Any chance you used your phone to check emails too?

    If so, on your phone, go to its Contacts app, this is not the Contacts/People app via Outlook, but the phone's very own native Contacts app. Then look for the settings related to "blocked list", make sure you are not listed there either. I've seen this played out in other threads with the same issues here over the years.

    Another possible scenario, if you use Classic Outlook on any computer, it is also worth trying this.

    Close Outlook completely.

    Press Win + R on your keyboard to open the Run dialog.

    Type outlook /cleanrules and press Enter to clear and reset client-side rule stores

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  2. AI answer

    2026-10-30T16:36:17.61+00:00

    An unknown POP connection or connected-account forwarding is the main remaining user-accessible cause to eliminate before Outlook.com Support investigates the mailbox server-side.

    1. Disable POP access

    A POP client can download messages and instruct the mail server to remove its copies; changing the password or taking a known device offline does not necessarily identify every app previously connected to the account. ^1^

    In Outlook.com on a computer:

    1. Select Settings (gear) → Mail → Forwarding and IMAP.
    2. Find POP and IMAP.
    3. Turn off Let devices and apps use POP.
    4. Select Save.
    5. Send yourself a new message and leave Outlook.com open for at least a minute.

    Also inspect Settings → Mail → Sync email if that page is available, and remove any connected account you no longer use. A connected account may be configured to delete messages after forwarding. ^2^

    2. Terminate remaining sessions

    Since taking the known device offline did not stop the deletions, sign out all account sessions rather than isolating devices individually:

    1. Open the Microsoft account Advanced security options.
    2. Scroll to Sign out everywhere.
    3. Select Sign out.
    4. Allow up to 24 hours for browsers and apps to be signed out; Xbox consoles are excluded. ^3^
    5. After that period, sign in only through Outlook.com and repeat the self-addressed test.

    This is broader than changing the password because it explicitly ends existing trusted-device sessions.

    3. Review account activity

    Open the Microsoft account Recent activity page and inspect the last 30 days:

    • Expand unfamiliar entries to view the access method, device, location, and IP address.
    • For an entry under Unusual activity, select This wasn’t me when appropriate.
    • For suspicious entries under normal recent activity, select Secure your account.

    Microsoft notes that the page shows significant activity rather than every access event, so a clean list does not conclusively rule out every connected application. ^4^

    4. Escalate for mailbox-side investigation

    If messages still move while:

    • POP is disabled,
    • all sessions have been terminated,
    • and only Outlook.com in one browser has been signed back in,

    the remaining investigation requires Outlook.com Support access; community participants cannot inspect server-side mailbox configuration or logs.

    In Outlook.com:

    1. Select Help on the menu bar.
    2. Enter a description such as:
      “Messages sent from my Outlook.com address to itself move from Inbox to Deleted Items within approximately 10 seconds.”
    3. Complete the suggested self-help.
    4. Scroll to Still need help?
    5. Select Yes to contact Outlook.com Support. ^5^

    Include:

    • UTC timestamps of two or three test messages;
    • message subjects;
    • whether each message first appeared in Inbox or went directly to Deleted Items;
    • confirmation that the behavior occurs in Outlook.com after global sign-out;
    • confirmation that POP is disabled;
    • the rules, Sweep, blocked-sender, Ignore Conversation, safe-mode, profile, device-isolation, and password checks already completed.

    Keep affected messages in Deleted Items until Support finishes investigating. Outlook.com permits restoration from that folder, and items removed from Deleted Items may remain recoverable for 30 days. ^5^


    References

    1. Read POP3 email messages on multiple computers | Microsoft Support
    2. Why is outlook.com auto deleting my emails? - Microsoft Q&A
    3. How to sign out of your Microsoft account everywhere | Microsoft Support
    4. What is the Recent activity page? | Microsoft Support
    5. Email is missing from your Outlook.com inbox | Microsoft Support
    AI-generated content may be incorrect. Read our transparency notes for more information.

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