Nobody in my org can forward mails as attachments or share to Teams if the sender is external.

Villads 0 Reputation points
2025-09-24T12:12:02.0033333+00:00

When opening a mail from a external adress the option send to teams is greyed out
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And when i try to forward it as attachement i get the "this file could not be attached try again later"User's image

But if i just press forward it works just fine?
How can i fix this. Also i do have admin rights.

Outlook | Windows | New Outlook for Windows | For business
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  1. Tina L 7,295 Reputation points Microsoft External Staff Moderator
    2025-09-24T14:33:14.4066667+00:00

    Hello @Villads,  

    Thank you for reaching out to the Q&A forum! 

    I noticed you tagged your post with "new outlook", so I assume you're using the New Outlook for Windows.

    After reviewing your issue, I tested it in my own tenant and would like to explain each part in detail: 

    Issue 1: "Send to Teams" is greyed out 

    This happens because the "Send to Teams" button is part of a COM Add-in that only works in Classic Outlook. In New Outlook, COM add-ins are not supported, which is why the button appears greyed out. 

    However, I tested it and confirmed that it works when sending the email to Teams by clicking: More actions (three dots) => Send to Teams 

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    User's image Note: This method works in both New Outlook and Outlook Web, even though the traditional add-in button is not visible. 

    Issue 2: Error when forwarding as attachment 

    I was able to reproduce this issue: 

    • It works fine in Outlook Web. 

    Picture 

    • It fails in New Outlook desktop, showing the same error as yours. 

    User's image However, I found a work around you can try: 

    • When I try disabling the "Offline mode" in New Outlook by go to Settings => General => Offline settings => Turn off offline mode. 

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    • Then, the application will be required to restart.
    • Once offline mode is disabled, forwarding as attachment from external senders should work. 

    Picture Importance Note: Disabling offline mode means you won’t be able to use Outlook desktop when not connected to the internet; it behaves more like Outlook Web. 

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    Additionally, I couldn’t find any official Microsoft documentation or incident report about this behavior. So, I highly recommend that you can contact your IT admin follow 2 importance steps: 

    1.Raise a support ticket to Microsoft higher technical support via Microsoft 365 Admin Center. 

    User's image, Picture, Picture, Picture  

    For reference: Get support for Microsoft 365 for business.      

    2.Report the issue via the Service Health Dashboard in the Microsoft 365 Admin Center. 

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    Since I was able to reproduce the same issue when forwarding emails as attachments, and if other users in your tenant are also experiencing it, I strongly recommend reporting it. When multiple tenants report the same behavior, Microsoft is more likely to recognize it as a broader incident, which can lead to a faster resolution. 

    Also, raising a support ticket will allow you to receive direct assistance from a higher-level technical support engineer.

    Once again, thank you again for raising this issue; it’s helped broaden my understanding. I hope you understand that I want to help as much as I can within the scope of this forum.      

    Looking forward to hearing from you! 


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