django-sticky-uploads
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Multiple File Uploads
Modern browsers support the multiple
attribute http://www.w3schools.com/tags/att_input_multiple.asp. It might be worth investigating supporting this. Currently there is no equivalent Django form field for multiple files so that would need to be added as well.
There is django-multiupload
(https://github.com/Chive/django-multiupload) for uploading multiple files. Probably it can be integrated.