We are working on adding the ability to upload files in bulk:
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Faster media assignment without repeating the same steps for each file for the Online Portal, iOS/Android users
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Ability to move files so that the most relevant ones appear first in File Upload, or to fix the case when some images were assigned incorrectly to the question.
The iOS app in the first iteration will support only media bulk upload.
If you are interested, please contact your Account Manager to get early access once the feature is released and provide feedback.