When I am on my ipad, the attachment uploads a generic "image.jpg" for each file I attach, since one overwrites the other, I end up only with the last image actually working.
On the manage attachments page, you can see what has uploaded and under what name to see if it will succeed.
You can also click on User CP at the top menu bar and look down at the bottom of the left side bar where Attachments is under the Miscellaneous box to see all your attachments.
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