Outlook on Windows 11 shows “Sent on behalf of” when sending emails, even though no delegate permissions are configured in Exchange or Outlook.

Tara Oehlmann 0 Reputation points
2025-11-25T22:12:22.4966667+00:00

Hi Team, I’m facing an issue with Outlook on Windows 11.

When I send emails, they show as “Sent on behalf of,” even though I haven’t added any delegates or shared mailboxes. I’ve noticed that my Outlook profile was set up as an Outlook.com account instead of connecting directly to our on-prem Exchange server. I tried checking permissions in Exchange Admin Center and recreated the profile, but the problem persists.

The strange part is that everything works normally in webmail (OWA), but the problem persists in the Outlook desktop client.

Could you please help me fix this so emails send directly from my Exchange account without the “on behalf of” tag?

I think its the issue with Windows 11 signing windows username which is the same as my email address on the exchange server onto outlook. Please check outlook email servers for ******@exch.dolcimanagement.com and have it removed. Please contact me if any questions 347-255-3300 or via email ******@gmail.com

Outlook | Windows | Classic Outlook for Windows | For home

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  1. Tre Thacker 0 Reputation points
    2026-09-30T14:06:28.8233333+00:00

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  2. AI answer

    2025-11-25T22:12:34.12+00:00

    It seems that the issue you are experiencing with Outlook showing "Sent on behalf of" could be related to how your Outlook profile is configured or how the permissions are set up in Exchange. Here are a few steps you can take to troubleshoot and potentially resolve this issue:

    1. Check Delegate Permissions: Even if you believe you haven't added any delegates, ensure that there are no delegate permissions configured in both Outlook and Exchange Admin Center. Sometimes, permissions can be inadvertently set.
    2. Profile Configuration: Since you mentioned that your Outlook profile was set up as an Outlook.com account, consider recreating your Outlook profile to ensure it is properly configured to connect directly to your on-premises Exchange server. Make sure to use the correct server settings.
    3. Cached Exchange Mode: If your Outlook is configured in online mode, try switching to Cached Exchange Mode. This can sometimes resolve issues related to permissions and email sending behavior.
    4. Check for Multiple Accounts: If you have multiple accounts set up in Outlook, ensure that the correct account is selected when sending emails. Sometimes, emails can be sent from the wrong account, leading to the "Sent on behalf of" issue.
    5. Outlook Updates: Ensure that your Outlook application is up to date. Sometimes, bugs in older versions can cause unexpected behavior.
    6. Contact IT Support: If the issue persists, it may be beneficial to contact your IT support team to check for any server-side configurations that might be affecting your account.

    Since you mentioned that everything works normally in webmail (OWA), it further indicates that the issue is likely specific to the Outlook desktop client configuration.

    If the problem continues after trying these steps, consider reaching out to Microsoft Support for more tailored assistance.

    References:

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