I can reproduce the problem in a notebook and post it on Github if that helps.
Hi SkinnyBat30 , what version of ClearML are you using? Are you uploading datasets from the same machine also to GCS?
Both uploads were from the same machine and same Task()
Also have clearml-agent 1.5.2, clearml-serving 1.3.0 and clearml-session 0.4.0
wait_on_upload=True seems to have fixed it...