- This helps ensure the sender does not get the following error: “We couldn't send this message.” After 5 minutes of any activity, the Mac client does not auto-accept the messages to ensure mobile endpoints are able to accept incoming messages as necessary. Skype for Business on Mac Single Window mode (or tabbed conversations view) is.
- In Skype for Business, search for your contact in Skype for Business, and send a request to chat. If you get a message that it couldn't be sent due to company policy, you need to double-check your Office 365 URLs and IP address ranges. Ask your Skype for Business contact to send you a request to chat.
Problem
Today, let’s tackle a tiny-but-frustrating issueSkype for Business contact photos. User images, Skype avatars, we have several names for them. They’re the little circular image that shows up in Skype for Business next to your name in the Contacts List. Contact photos also show up in Outlook and Office 365.
Assume that in an Office 365 environment, you try to send or receive files or attachments in Lync through Skype for Business Online (formerly Lync Online). In this situation, you may experience the following issues:
- You can't send files to contacts.
- You can't receive files from contacts.
- You can't upload file attachments in Skype for Business Online meetings.
- When you send files to contacts, you receive an error message.
- You can't send pictures directly in an Instant Messaging (IM) conversation.
Solution
For Skype for Business Online users
If you receive an error message when you send or receive files, make sure that the file type being transferred isn't one of those that is listed in the 'More Information' section.
For Skype for Business Online administrators
If a user doesn't see the option to transfer files, verify that file transfer capabilities are enabled for that user.
Firewalled networks must meet the network requirements for Skype for Business Online. For more information about Skype for Business Online network requirements, go to the following Microsoft Knowledge Base article:
2409256 You can't connect to Skype for Business Online, or certain features don't work, because an on-premises firewall blocks the connection
More Information
Generally, if the menu option to send a file isn't available, this means that the administrator has disabled file transfer capabilities for that user.
If your attempts to upload attachments to a conference or to send files to a contact generate an error message, this means either that the contact that you're sending the attachment to doesn't have permission to receive files or that the file type is blocked.
In Skype for Business Online, certain files types are blocked by the Intelligent Instant Message Filter (IIMF) application. IIMF helps protect Skype for Business Online users against the most common forms of viruses without degrading the user experience.
Transferring files to Skype contacts isn't supported.
Skype For Business We Couldn 27t Send This Message Machine
By default, Skype for Business Online is configured to prevent users from sending files through IM that have the following file name extensions:
Skype We Couldn't Send This Message Mac
ade, adp, app, asp, bas, bat, cer, chm, cmd, com, cpl, crt, csh, exe, fxp, grp, hlp, hta, inf, ins, isp, its, js, jse, ksh, lnk, mad, maf, mag, mam, maq, mar, mas, mat, mau, mav, maw, mda, mdb, mde, mdt, mdw, mdz, msc, msi, msp, mst, ocx, ops, pcd, pif, pl, pnp, prf, prg, pst, reg, scf, scr, sct, shb, shs, tmp, url, vb, vbe, vbs, vsd, vsmacros, vss, vst, vsw, ws, wsc, wsf, wsh
The third-party products that this article discusses are manufactured by companies that are independent of Microsoft. Microsoft makes no warranty, implied or otherwise, about the performance or reliability of these products.
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