New Outlook : adding attachment by drag and drop not creating ACL for external recipients

Question

New Outlook : adding attachment by drag and drop not creating ACL for external recipients

Julien PETUAUD-LETANG 20

Hi all,

I'm facing an issue where adding attachments by drag and drop in the New Outlook (on PC) does not work for external recipients whereas it works on Outlook Web.

I'm using a M365 business premium license

Computer running Win 11 25h2 and latest updates

New Outlook running on version 1.2025.1104.200

Details:
when I drag and drop a file in New Outlook on PC, the file is copied from wherever it is to the "attachments" folder in the root of my onedrive

I can see the file copied, but the ACL are not defined.

And the recipient when opening the link is presented a "request access" window (common windows for any SharePoint/Onedrive you try to access that you don't have access to.)

If I do the exact same process from Outlook Web, the same file is copied in the "Attachment" folder and the ACL are correctly defined, I mean the recipient is in the Share list of the file, with read access.

NB : drag and drop works perfectly for both PC and Web between people in my organisation.

Any help or trick to make this work ?

Thanks,

Jay Tr 6,125 Reputation points Microsoft External Staff Moderator

2025-11-24T16:32:39.36+00:00

Hi @Julien PETUAUD-LETANG,

I'm glad that I provided helpful information to resolve the issue. Should you have any further questions or additional concerns in the future, please feel free to reply, not only I, but also other professionals in the community is always here to help.

Thank you and I wish you a great day ahead.

Answer accepted by question author

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Your answer

Jay Tr 6,125 Reputation points Microsoft External Staff Moderator

2025-11-24T16:32:39.36+00:00

Hi @Julien PETUAUD-LETANG,

I'm glad that I provided helpful information to resolve the issue. Should you have any further questions or additional concerns in the future, please feel free to reply, not only I, but also other professionals in the community is always here to help.

Thank you and I wish you a great day ahead.

Answer 1

Jay Tr 6,125 Microsoft External Staff Moderator

Hi @Julien PETUAUD-LETANG,

Welcome to Microsoft Q&A forum.

Thank you for reaching out and sharing the information with us.

Based on your description, this typically indicates that New Outlook on Windows is inserting a OneDrive cloud link without granting external recipients permission, while Outlook on the web is assigning Specific people permissions automatically.

To resolve the issue, I would recommend trying the following steps:

Attach the file as a copy

After dropping the file, choose Attach as a copy so no OneDrive permissions are needed.

User's image

Change link settings

Select the attachment link, open Link settings, switch to Recipient of this message, and set Can edit.

User's image

Clear New Outlook cache:

Close New Outlook.
Press Windows + R, enter olk.exe --clearLocalState.
Restart New Outlook and sign in again.

Note: Please understand that our initial response does not always resolve the issue immediately. However, with your help and more detailed information, we can work together to find a solution.

I hope this information is helpful. Please follow these steps and let me know if it works for you. If not, we can work together to resolve this.

Thank you for your patience and your understanding. If you have any questions or need further assistance, please feel free to share them in the comments on this post so I can continue to support you.

I look forward to continuing the conversation.

If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".

Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.

Julien PETUAUD-LETANG 20 Reputation points

2025-11-19T10:38:57.9166667+00:00

Hi @Jay Tr ,

I've tried your suggestion and it works (at least step 2 seems to be enough), but as you imagine that is not something I can tell to the users I support everyday.

80% of them will be lost on step 1.

the 20% remaining will complain about a long process for something simple

100% of them will simply forget the process when sending attachments to external users and rise a ticket.

As a result i will simply ask the users to always use the Web version until further notice.

NB : i could not find the guest/external users in my entra ID (XXX#EXT#@tenant.com) when using the desktop version until i reapply the sharing permission from your step 2.

NB2: those guest accounts were created automatically (and immediatly) when using the web version

Thanks for your time
Jay Tr 6,125 Reputation points Microsoft External Staff Moderator

2025-11-21T16:59:47.18+00:00

Hi @Julien PETUAUD-LETANG,

Thank you for sharing your detailed feedback and for testing the steps I suggested.

I’m pleased to know that the resolution helped you address the issue, even if partially.

I completely understand your concern about the complexity of the process for end users, your points about usability and support overhead are very valid. Using the Web version as a temporary workaround is a practical approach until this behavior is improved in the desktop client.

Your insight about reapplying sharing permissions for guest/external users is very helpful and will assist others facing similar issues.

We would greatly appreciate it if you could mark it as accepted. This helps highlight the solution for others who may be searching for similar information in the community. Your contribution not only supports fellow users in finding the right guidance more quickly, but also helps build a more resourceful and collaborative space for everyone. If you have any concerns or questions in the future, please don’t hesitate to reach out. Not only will I be happy to assist you, but all moderators in the Q&A forum will also do their best to provide support and guidance.

Thank you for your kindness and contributions to the forum.

Answer 2

It seems that you are experiencing an issue with the drag-and-drop functionality for attachments in the New Outlook on PC, specifically regarding the Access Control Lists (ACL) not being defined for external recipients. This behavior may be due to the differences in how permissions are handled between the New Outlook and Outlook Web.

Currently, there is no specific information in the provided context that directly addresses this issue or offers a workaround. However, here are a few general suggestions that might help:

Check Permissions Settings: Ensure that your OneDrive and SharePoint settings allow sharing with external users. Sometimes, organizational policies can restrict sharing capabilities.
Update Outlook: Make sure that you are running the latest version of the New Outlook, as updates often include bug fixes and improvements that may resolve such issues.
Use Outlook Web for External Sharing: Since you mentioned that the drag-and-drop works correctly in Outlook Web, consider using that platform for sharing files with external recipients until the issue is resolved in the desktop version.
Contact Support: If the problem persists, reaching out to Microsoft support may provide you with more tailored assistance regarding your specific setup and licensing.

Unfortunately, without more specific context or updates from Microsoft regarding this issue, these general suggestions are the best guidance available.

References:

Various attachment saving scenarios do not work as expected in Outlook 2016

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New Outlook : adding attachment by drag and drop not creating ACL for external recipients

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