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Problem

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.

By default, Skype for Business Online is configured to prevent users from sending files through IM that have the following file name extensions:

.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

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Still need help? Go to Microsoft Community.

Problem

You send a message to a Skype for Business (formerly Lync) user from Microsoft Teams and the message fails. This issue may occur in the following scenarios:

• Scenario 1: The message's recipient is set to Offline or Do Not Disturb in Skype for Business.
• Scenario 2: The sender and recipient aren't both using Microsoft Teams.

Solution

• Scenario 1: The recipient must be set to an active state, such as Available, in order to receive messages.
• Scenario 2: Microsoft is working to resolve this issue. If your Skype for Business user account is on-premises, the sender and recipient must be using Microsoft Teams to send or receive messages using Microsoft Teams.

Still need help? Go to Microsoft Community.