When attempting to drag and drop multiple files into a file list, it will only upload the first file from the selection. Attempting to create a list of hundreds of documents and managing these one at a time, is not feasible. Any help or other ideas for accomplishing this would be greatly appreciated.
The file list blueprint uses the attachments macro and there is a known issue with uploading multiple files:
Here is the workaround:
Go to the attachments menu when clicking on the 3dot button on your page. There you can attach multiple files.
From this answer:
The workaround works perfectly. Thank you.
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