Outlook mailbox cannot send email — messages stuck in Sent Items

Damian Prendergast 0 Reputation points
2026-08-02T16:20:05.42+00:00

My Outlook mailbox appears to be only partially provisioned. I can receive emails but cannot send any. Messages move to Sent Items but never leave the server. This has been ongoing for over 36 hours. Please escalate to the Outlook mailbox provisioning team

Outlook | Web | Outlook.com | Email
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  1. TaoLi 103.8K Reputation points Independent Advisor
    2026-08-02T16:58:57.3933333+00:00

    Hello

    Since this also happens in Outlook.com on the web, it is unlikely to be a local Outlook problem. If messages appear in Sent Items but are never delivered, this may be an account-level or server-side mail-flow issue.

    First, check that your Microsoft mailbox/cloud storage is not full:

    https://support.microsoft.com/en-us/outlook/can-t-send-or-receive-email-in-outlook-com

    Then try sending a simple email with no attachment to yourself and to another provider such as Gmail.

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