It should be possible to trigger automation by adding any file to the "file custom field".
Until two days ago, such an option was possible through a workaround by setting in the automation to trigger from changing a field from empty to empty.
Now it is not even possible to set a condition for a file field let alone a trigger for the automation.
Please add the possibility to trigger by adding a file.
After all, this is one of the most common automations I can imagine for many companies. E.g. someone has uploaded documents to the company, we upload to ClickUP and it triggers this task for the next person to do something with it.