Desktop Outlook failing to send e-mails, Web application working

James Schwarz (ETS DRX US) 0 Reputation points
2024-06-06T20:49:10.45+00:00

Good afternoon, we have a handful of end users that are experiencing the same issue. When attempting to send e-mails via the Outlook desktop application e-mails are sent to the outbox and never get delivered. When attempting to send the same e-mail via the online application the e-mail goes through.

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Outlook
A family of Microsoft email and calendar products.
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  1. Mike Hu-MSFT 2,015 Reputation points Microsoft Vendor
    2024-06-07T05:42:34.7566667+00:00

    Hi, @James Schwarz (ETS DRX US)

    Welcome to the Microsoft forum.

    Based on your description, I want to confirm with you whether these users have any other problems with Outlook besides not being able to send emails? Can they access their calendars?

    I noticed that it worked fine when using OWA, so it seems to be a problem with the Outlook desktop client.

    In addition, you can try the following troubleshooting:

    • Make sure Outlook is in online mode and do not select the Work Offline button. User's image
    • Uncheck Use Cached Exchange Mode
      • In Outlook 2013/2016, click FILE > Account settings > Account settings…
      • Double click the Office 365 account, untick the Use Cached Exchange mode option.
      • Click Next > Finish.
      User's image
    • Use the SARA to check for errors and fix them:

      https://support.office.com/en-us/article/about-the-microsoft-support-and-recovery-assistant-e90bb691-c2a7-4697-a94f-88836856c72f?ui=en-US&rs=en-US&ad=US#/?env=ExRCA

    I hope this helps.Please feel free to contact me for any updates.