Additional meeting and call-related features and issues within Microsoft Teams for business
Dear @Brianna Buchanan (DFFH),
I understand how frustrating it is to lose the drag-and-drop functionality for webinar resources, especially when managing sessions with over 100 attendees. Based on your description, the most likely reason this stopped working is the transition from the Classic Teams to the New Teams app after upgrading to Windows 11.
The "New Microsoft Teams" client, which is the default on Windows 11, has had documented inconsistencies and limitations with the drag-and-drop feature for file attachments in chats. While the classic version handled this reliably, many users have reported that the new version does not support dragging files directly from their desktop into a chat window.
While we wait for Microsoft to stabilize this feature, here are the most efficient solutions for your webinars:
- Use the "Attach" Button (Fastest Workaround) Instead of dragging, click the "Attach" (paperclip) icon beneath the chat message box. Select "Upload from my computer" and choose your file. This takes only a few extra clicks and is currently the most reliable method for the New Teams app.
- Upload to OneDrive First (Best for Large Groups) Upload your resources to OneDrive or a Teams Files folder. Then, in the chat, click "Attach" and select "OneDrive" to send a link. This is often better for large files and ensures 100% delivery success.
- Try the Teams Web App As a test to confirm the issue is client-specific, please try logging into Teams via your browser (Edge or Chrome). If drag-and-drop works there, it confirms the limitation exists specifically in your installed New Teams desktop client.
A Note on "Classic" vs. "New" Teams
Several users in similar situations have confirmed that when they reverted to the "Classic Teams" (which is no longer supported or recommended by Microsoft), drag-and-drop worked again. However, since Classic Teams is being phased out, I strongly recommend adopting the Attach button or OneDrive link method as your new standard operating procedure for webinars.
For further details, you can refer to the official Share files in Microsoft Teams - Microsoft Support
I hope this helps explain the situation. Please let me know if you need further clarification.
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