In case you haven’t tried those yet to narrow down the root cause, I would suggest the following: - make sure the box for Send all traffic through VPN in advanced settings is checked. It may have been reset to its default value (unchecked) after the upgrade - test VPN using the problematic user credentials from another device on the same network? Different network? - test VPN known working credentials on the same device? from another device on the same network? - test with a new network location - Delete VPN network interface in Systems preferences and delete all VPN keychain entries on the Mac (search for VPN name and Xauth). Then reconfigure from scratch, test - reconnect with Meraki support, and have them analyse the packet capture while you replicate the issue - verify there is no profile installed that could interfere with your VPN configuration If the upgrade was major, like 10.13 to 10.14, or Catalina, try to connect after disabling SIP (temporarily) I hope you get to the bottom of it soon! Caribou
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