Skype, Skype For Business, Teams over IPSec VPN



  • All,

    I am running pfSense 2.3.4-RELEASE-p1 with my VPN is setup per the instructions at https://doc.pfsense.org/index.php/IKEv2_with_EAP-MSCHAPv2

    I have no problems connecting to services behind the pfSenese firewall on the private network and to services on the public network such as http/https/ftp/smtp/rdp/etc

    However, I am not able to get my Skype, Skype for Business, or Teams to connect and send/receive messages from a remote client connected via the VPN to pfSense.

    I have confirmed that my IPSec Rules allow all traffic.

    Any advice would be appreciated.

    Thanks.

    James



  • All,

    After much playing around, this was a Windows 10 VPN client configuration issue.

    In Settings -> Network & Internet -> VPN, click on the VPN connection, then click on Advanced Settings and change VPN Proxy Settings from "automatic" to "none"

    Hopefully this helps some other folks.

    Thanks.

    James


Log in to reply