Okay, so Trello allows users to reorder attachments...but *not* if they are created by Attach From ... --> Trello.
Why? It seems so silly that I can rearrange every attachment *except* Trello attachments themselves.
@Brian Carnell my guess is because the ability to attach cards/boards and have them show up as neat little graphics is much newer than the other types of attachments.
That's a great feature to add, though, you can request it here:
https://help.trello.com/article/724-submitting-feature-requests-for-trello
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