Just like Felix said, look in the user's Messaging Agent log to see if the user is going out of coverage. To simplify the search, use TextPad and search for the user's email address. TextPad will bookmark the matches. Copy and paste into a new tab. Comb through the entries to see if the device is going out of coverage.
Or in the BRK, use the Log Analysis Tool's Message Flow Tool to track the user's messages. When is the BES seeing the message, when is it sent out, when does the BES receive the delivery confirmation, etc. The Log Analysis Tool is part of the AMT.
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