I haven't yet had to re-authenticate after upgrading, so I'll see if that works. I actually would have that same issue prior to macOS 12.0.1 and I had it initially after the upgrade, but I found that if I disconnected and reconnected, it got all the correct routes and DNS information and is working for me. This is the workaround for all of us on MacOs Monteye till you don`t release a new version. I've tried to SSH with the IP and it is actually working and ping also works. Listening on all, link-type PKTAP (Apple DLT_PKTAP), capture size 262144 bytes Tcpdump: verbose output suppressed, use -v or -vv for full protocol decode Additionally, I tried to SSH from Terminal and in both cases, I didn't get any entry into the console. the tcpdump command for port 22 and then tried to connect over SSH over Termius (an App I use for managing different servers) to one of my servers when Checkpoint VPN client was "connected".
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