We have a similar problem, but in an albeit strange setup. We run a test bes and exchange server in house, while our company's primary exchange server is run by a hosted provider. On our local Exchange box, we have two users with internal addresses, but SMTP address configured to be the same as our hosted accounts.
When I send an email from my BB to the other BB on the test server, it never seems to make it to the hosted Exchange, but just gets routed from one local account to the other. The result is that it shows up on the BB, but not in Exchange.
Does this matchup at all with your configuration?
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