Past Event! Note: this event has already taken place.

Mac users cannot send messages on MS Teams when connected to VPN – Fix / Work-Around available

July 6, 2020 — July 16, 2020

Location:Carleton University

Update as of July 8:

Last week ITS made changes to our VPN service, split-tunneling was turned on to increase capacity and improve performance for video conferencing, a subset of MAC users may experience a problem in MS Teams because of this.

Problem: Mac users connected to the VPN using the native Mac VPN client can experience “ fail to send” Chat messages in MS Teams.

Immediate workaround: Dropping the VPN connection solves the problem.

Fix: Delete their Mac VPN configuration and re-add as per: and their VPN client will now be “split-tunneling aware.”

Users can also download the Cisco AnyConnect VPN client to resolve the issue.

Users who require further assistance can contact the ITS Service Desk.


As of July 6:  Once connected to VPN, Mac users cannot send Microsoft Teams chat messages.  The result is an error message stating: “Failed to Send”.  If VPN connection is dropped, message functionality resumes.

ITS is aware of the issue and working on a resolution.