MiniatureCrocodile39 from the screen shot I imagine you are running inside a docker, this means that when you restart the docker, the configuration file is lost.
Could that be the case ?
And generated a new toek on the web UI?
If cleaml-init finished it means that everyhting should be fine.
You can test it by starting python and testing:from clearml import Task Task.init('examples', 'test')