Yes - select your discussion from the conversation area index to view the discussion, and following this select the 'Edit' option in the top right of the page. Opening this area will display the 'Edit' form, where there is the option to upload a new document to your discussion to the left of the page. Simply click on the area and select a file, or drag the file from your desktop into the area and select update, and the file will be added to your conversation.
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