Sending multimedia content and documents within chat conversations in Microsoft Teams
Hi Antonio,
Since this issue occurs on both the desktop app and Teams on the web, it points to a server-side policy or account-level configuration rather than a local app glitch, which is why clearing the cache and reinstalling did not resolve it.
You mentioned forcing the chat request to be accepted again. That specific action applies to conversations with people outside your organization (external or federated contacts), which suggests the chats where media fails are external, while the ones working properly are internal.
To help narrow down and troubleshoot this issue further, could you please verify the following details regarding the affected user's account and the specific chats experiencing the problem?
- Are the affected chats exclusively with external or guest users, or do they also include internal colleagues within the organization?
- Does this happen across both 1-on-1 chats and group chats, or is it restricted to one specific thread/group?
- When attempting to send images, GIFs, or emojis, does the message fail silently, or is there a specific error message or warning returned (e.g., related to compliance, content policies, or message delivery)?
- Please reach out to your IT admin and ask them if this's caused by a messaging policy setting (such as Giphy, memes, or sticker content ratings) within your organization, an external access policy mismatch between our tenant and the external organization, or an active Purview compliance policy?
Once I have a clearer understanding of your current situation, I’ll be happy to assist you with greater accuracy. Please feel free to share any additional details you believe are relevant. Screenshots are especially helpful and much appreciated.
Thank you for your patience and your understanding. If you have any additional questions, please feel free to reach out.
I'm looking forward to your reply.