Hi FiercePenguin76

Here’s my workaround - ignore the fail messages, and manually create an SSH connection to the server with Jupyter port forwarded.

You are correct, clearml-session assumes it can SSH into the remote agent machine, from that point it automatically tunnels all other connections on top of the original SSH (well with some fancy SSH keep-alive proxy).
I'm assuming that from home you cannot connect to the SSH machine at the office, which makes sense, but out of curiosity how did you manage to SSH to it manually ?