Outlook Online Schedule Send Not Working

Norman 0 Reputation points
2025-12-20T18:46:42.1466667+00:00

I schedule send primary deadline emails to my team for about 12 emails over a 6 month period.

The schedule send has not been working; emails are not being sent, and they all say "Scheduled" in my drafts but when I click into them, the "This Message is scheduled to be sent on..." banner is not present and I have to reprogram all of the dates in.

After reprogramming the dates, I click back through to make sure they took and the "This message is scheduled to be sent on..." banner is present; the dates are fine until I click into the 5th email out of 12 - upon verifying about the 5th email, it starts mixing up the scheduled dates, or showing only the last selected scheduled date for all of the 12 emails.

I have to refresh the page and it straightens out...but again only for verifying around 4 emails.

I have made space in my email's/OneDrive storage, as well as desktop storage, cleared all time cache, signed out and back in, and restarted the desktop numerous times - nothing is working to resolve this.

Outlook | Web | Outlook on the web for business | Email
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  1. Ryan-N 9,845 Reputation points Microsoft External Staff Moderator
    2025-12-20T20:03:12.6766667+00:00

    Hi @Norman,

    Welcome to the Microsoft Q&A forum.

     

    Thank you for contacting us. I would like to provide you with the following information:

    Since you have already tried the troubleshooting methods but the issue still persists, in this case I recommend that you create a support ticket with Microsoft’s technical team through the Microsoft 365 Admin Center.

    Once you create the ticket, a Microsoft technician (live agent) will proactively contact you and assist with an in‑depth investigation of the issue.

    To create a support request, please follow these steps (note: admin permissions in the tenant are required):

    Step 1: Go to admin.microsoft.com

    Step 2: Select Help and Support

    User's image

    Step 3: Enter the title: Support to check the Schedule Send feature

    User's image

    Step 4: Click Contact Support

    Step 5: Choose the preferred contact method

     User's image

    After completing the steps above, a Microsoft technician will proactively reach out and help you with the detailed investigation.

    I hope the information above is helpful. If you have any additional questions or need further assistance, please reply so I can continue supporting you.

    I look forward to hearing from you.


    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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