I would be keen to see the outcome of this, what I've noticed lately and within the new version of Pro, it seems to hang on overwriting processes.
We have a scripted overnight update process that is updating layers in AGOL, which is based on overwriting the hosted feature services.
Lately it's been hanging on certain feature services and the script doesn't error out or finish just hangs, but when I go and run the script again in the morning, it will overwrite the layer without issue.
This process up until recently always worked without dramas, but lately it's been hanging.