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I want to be able to link a spreadsheet to a card that it relates to while the file is on DropBox and have it update on Trello automatically so I don't have to re-upload it every time a change is made

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are you asking if this is possible or is this a feature request? –  Sathya Nov 23 '12 at 10:52

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Instead of attaching the file, you could use the Dropbox link feature. The resulting hyperlink would take the Trello member to a preview of the file with a download option. It is always the most recent version of the linked file.

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