Users are requesting a bulk upload capability during case processing. We need guidance on achieving the following requirements

1. User has the ability to select multiple files for upload
2. User has the ability to apply the same category to the uploaded files
3. The user is presented a list of the uploaded files

To achieve this, the team has configured - 

1. An data object "Case Attachments" that includes a column "Attachment" of type "Attachment" (list of records)
2. A list view that allows user to add new rows to the Case Attachments data object as well as apply the category 

Out of the box this configuration satisfies requirements 1 and 2. The challenge they are having is instead of being shown files on separate rows in the list view, they are displayed in a single row.

The users are asking is it possible to show the files selected on separate rows while maintaining the ability to upload multiple files at once. 

Please see attached screenshot showing the configuration and result in the UI