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Outlook ALWAYS says I may have forgotten an attachment

Anonymous
2025-07-01T17:25:04+00:00

II don't know what's gone wrong with the new Outlook, but it thinks every single email I try to send has forgotten attachment (not a single one of them needed an attachment, and the reminder is kind of annoying when it's meaningless). It used to work in the old outlook and now it asks me EVERY SINGLE email.

Outlook | Windows | New Outlook for Windows | For home

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  1. Anonymous
    2025-07-01T18:08:13+00:00

    Hi Rachel,

    Good day to you! Thank you for posting in Microsoft Community. 

    You're experiencing an issue where the new Outlook consistently warns you about missing attachments, even when none are needed. This is a known issue for many users, and you're not alone in noticing that the behavior has changed compared to the classic Outlook experience.

    What’s Going On

    The new Outlook uses a more aggressive detection algorithm for attachment reminders. It scans your email text for phrases like “attached,” “see file,” or “included,” and if it finds any, it triggers the reminder, even if you didn’t intend to attach anything.

    What You Can Do

    You can disable the reminder manually:

    1. Go to Settings -> Mail -> Attachments
    2. Uncheck “Warn me when I send a message that may be missing an attachment.”
    3. Save.

    I hope you find this message helpful. We're truly appreciate your patience and understanding as we work to support you.  If you need any further assistance or clarification, feel free to reach out. Thank you very much for your understanding and your cooperation.      

    Best regards,

    Kristen - L – MSFT | Microsoft Community Support Specialist

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  2. Anonymous
    2025-07-02T07:39:10+00:00

    The reminder is useful for when you have actually forgotten an attachment, but you're saying we either can't have that functionality or get asked for every email??

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  3. Anonymous
    2025-07-03T22:52:18+00:00

    Hi Rachel,

    Just checking in to see if the above information was helpful. If you have any further updates on this issue, please feel free to post back. If you think my reply is helpful to you, please remember to mark it as an answer. Warm thanks.

    Best regards

    Kristen - L - MSFT | Microsoft Community Support Specialist.

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