If you send any files from WriteUpp via direct message, you'll also have to add a message to be sent along with it. 

If you want to view the message that was sent after you've sent it, you can do this by going into the Messages tab of the Patient Summary and clicking on the one you want to check:

The sent message will open displaying the document that was sent and to view the message that was sent alongside it, click on View Header at the bottom of the screen:

You'll then see a message header containing additional information including the cover message that was sent:

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