I have a use case for this as well. It would be better if there was an option to also select multiple files and import from the Drive to the editor rather than not having this option. We would require this for our project.

I second this, not all of our articles would have wording between files or images, so selecting multiple sequential screenshot images would be a time saver.

We also have an editor that when we used Word/Sharepoint would rather insert all of the images first then build the rest of the document (the words) around it

Edoardo appreciate your time and feedback, but I would like to think from contributor perspective, allowing multiple files in an insert, followed by reordering of those images in the editor and further followed by adding relevant texts in between those files / images will be most plausible scenario for any contributor. By implementing this scenario, this would actually trigger a confusion to the author, I'd still prefer to consider to add files one by one adding more clarity of the why the image is inserted rather by pushing too many files in a single click from the Drive. Would like to hear more on your perspectives about this usecase. Thank you.