Exchange Accounts & Microsoft Online accounts

  • Exchange 2007
  • Outlook 2010

Ran into an issue where externally we could e-mail this user just fine, internally the user would still get the e-mail although users who sent the e-mail would receive the following NDR:

Diagnostic information for administrators:

Generating server: <Exchange server name>

IMCEAEX-_O=MicrosoftOnline_ou=Exchange+20Administrative+20Group+20+28FYDIBOHF23SPDLT+29_cn=Recipients_cn=<msExchGUID>@<Company Domain>.com
#550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found ##

Original message headers:

Received: from <Exchange server name> ([::1]) by
<Exchange server name> ([::1]) with mapi; <Date & Time>

Content-Type: application/ms-tnef; name=”winmail.dat”
Content-Transfer-Encoding: binary
From: <Sent from user e-mail address>
To: <problem user>
<IMCEAEX-_O=MicrosoftOnline_ou=Exchange+20Administrative+20Group+20+28FYDIBOHF23SPDLT+29_cn=Recipients_cn=<msExchangeGUID>@<Company Domain>.com>
Date: <Date & Time>
Subject: test
Thread-Topic: test
Thread-Index: AcvYVcGCYyI2qDV+TbatEWJWEXfhfg==
Message-ID: <<MSG ID>>
Accept-Language: en-US
Content-Language: en-US
X-MS-TNEF-Correlator: <<TNEF ID>>
acceptlanguage: en-US
MIME-Version: 1.0

Turns out the user had our company’s mailbox being forwarded to a Microsoft Online account.  In doing so Outlook would look at this users mailbox and think it was a MS Online account and deliver the failure above.

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