Out of office sending out old messages - Exchange 2010 - Outlook 2007

Tracking down an issue of a user (I think it's only one) having their Out of Office Message always being a previous message from a year or two back.  Doesn't matter if it's changed in Outlook 2007 or in OWA.
I've read some older post on this, but didn't find a clear answer.
This current Exchange 2010 setup is a migration from 2003.  Could this be a leftover migration issue?
Anybody have this happen recently?

Hi,
How do you know this is an old reoccurring message? Based on the content or time?
Since the MailboxAutoReplyConfiguration is correct, I suspect the issue can occur by certain client machine. At this stage, I suggest you disable OOF and re-enable
OOF on the problematic machine. If the issue persists, please refer to the following article to clean the problematic client’s Outlook rules. (run Outlook.exe /cleanrules in Run console.)
http://www.tech-recipes.com/rx/2161/outlook_2007_clean_up_command_line_switches/
Thanks.
Novak Wu
TechNet Subscriber Support in forum
If you have any feedback on our support, please contact
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    2015-01-26T18:02:47.069Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,29,DAG member 01:587,Customer IP:60262,>,250-DSN,
    2015-01-26T18:02:47.069Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,30,DAG member 01:587,Customer IP:60262,>,250-ENHANCEDSTATUSCODES,
    2015-01-26T18:02:47.069Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,31,DAG member 01:587,Customer IP:60262,>,250-AUTH LOGIN,
    2015-01-26T18:02:47.069Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,32,DAG member 01:587,Customer IP:60262,>,250-8BITMIME,
    2015-01-26T18:02:47.069Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,33,DAG member 01:587,Customer IP:60262,>,250-BINARYMIME,
    2015-01-26T18:02:47.069Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,34,DAG member 01:587,Customer IP:60262,>,250 CHUNKING,
    2015-01-26T18:02:47.085Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,35,DAG member 01:587,Customer IP:60262,<,AUTH LOGIN,
    2015-01-26T18:02:47.085Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,36,DAG member 01:587,Customer IP:60262,>,334 <authentication response>,
    2015-01-26T18:02:47.100Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,37,DAG member 01:587,Customer IP:60262,>,334 <authentication response>,
    2015-01-26T18:02:47.131Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,38,DAG member 01:587,Customer IP:60262,*,SMTPSubmit SMTPAcceptAnyRecCustomer IPient BypassAntiSpam AcceptRoutingHeaders,Set Session Permissions
    2015-01-26T18:02:47.147Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,39,DAG member 01:587,Customer IP:60262,*,[email protected],authenticated
    2015-01-26T18:02:47.272Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,40,DAG member 01:587,Customer IP:60262,*,,Proxy session was successfully set up. Session [email protected] will now be proxied
    2015-01-26T18:02:47.272Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,41,DAG member 01:587,Customer IP:60262,>,235 2.7.0 Authentication successful,
    2015-01-26T18:02:47.819Z,RECEIVE CONNECTOR,08D2051B7AE3DA8E,42,DAG member 01:587,Customer IP:60262,-,,Local
    SMTP Send
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,0,,DAG member 02:465,*,,attempting to connect. Client proxy session for [email protected]
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,1,DAG member 01:57446,DAG member 02:465,+,,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,2,DAG member 01:57446,DAG member 02:465,<,"220 DAG member 02 Microsoft ESMTP MAIL Service ready at Mon, 26 Jan 2015 19:02:46 +0100",
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,3,DAG member 01:57446,DAG member 02:465,>,EHLO DAG member 01,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,4,DAG member 01:57446,DAG member 02:465,<,250-DAG member 02 Hello [DAG member 01],
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,5,DAG member 01:57446,DAG member 02:465,<,250-SIZE 36700160,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,6,DAG member 01:57446,DAG member 02:465,<,250-PIPELINING,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,7,DAG member 01:57446,DAG member 02:465,<,250-DSN,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,8,DAG member 01:57446,DAG member 02:465,<,250-ENHANCEDSTATUSCODES,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,9,DAG member 01:57446,DAG member 02:465,<,250-STARTTLS,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,10,DAG member 01:57446,DAG member 02:465,<,250-X-ANONYMOUSTLS,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,11,DAG member 01:57446,DAG member 02:465,<,250-AUTH GSSAPI NTLM,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,12,DAG member 01:57446,DAG member 02:465,<,250-X-EXPS GSSAPI NTLM,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,13,DAG member 01:57446,DAG member 02:465,<,250-8BITMIME,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,14,DAG member 01:57446,DAG member 02:465,<,250-BINARYMIME,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,15,DAG member 01:57446,DAG member 02:465,<,250-CHUNKING,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,16,DAG member 01:57446,DAG member 02:465,<,250-XEXCH50,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,17,DAG member 01:57446,DAG member 02:465,<,250-XRDST,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,18,DAG member 01:57446,DAG member 02:465,<,250 XSHADOWREQUEST,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,19,DAG member 01:57446,DAG member 02:465,>,X-ANONYMOUSTLS,
    2015-01-26T18:02:47.163Z,Client Proxy Send Connector,08D2051B7AE3DA8F,20,DAG member 01:57446,DAG member 02:465,<,220 2.0.0 SMTP server ready,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,21,DAG member 01:57446,DAG member 02:465,*,,Received certificate
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,23,DAG member 01:57446,DAG member 02:465,*,,Proxy target certificate
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,24,DAG member 01:57446,DAG member 02:465,*,"CN=*.email.com, OU=IT, O=X, L=X, S=X, C=SE",Certificate subject
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,25,DAG member 01:57446,DAG member 02:465,*,"CN=DigiCert High Assurance CA-3, OU=www.digicert.com, O=DigiCert Inc, C=US",Certificate issuer name
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,28,DAG member 01:57446,DAG member 02:465,*,*.email.com;email.com,Certificate alternate names
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,29,DAG member 01:57446,DAG member 02:465,>,EHLO DAG member 01,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,30,DAG member 01:57446,DAG member 02:465,<,250-DAG member 02 Hello [DAG member 01],
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,31,DAG member 01:57446,DAG member 02:465,<,250-SIZE 36700160,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,32,DAG member 01:57446,DAG member 02:465,<,250-PIPELINING,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,33,DAG member 01:57446,DAG member 02:465,<,250-DSN,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,34,DAG member 01:57446,DAG member 02:465,<,250-ENHANCEDSTATUSCODES,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,35,DAG member 01:57446,DAG member 02:465,<,250-AUTH GSSAPI NTLM LOGIN,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,36,DAG member 01:57446,DAG member 02:465,<,250-X-EXPS EXCHANGEAUTH GSSAPI NTLM,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,37,DAG member 01:57446,DAG member 02:465,<,250-X-EXCHANGEAUTH SHA256,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,38,DAG member 01:57446,DAG member 02:465,<,250-8BITMIME,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,39,DAG member 01:57446,DAG member 02:465,<,250-BINARYMIME,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,40,DAG member 01:57446,DAG member 02:465,<,250-CHUNKING,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,41,DAG member 01:57446,DAG member 02:465,<,250-XEXCH50,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,42,DAG member 01:57446,DAG member 02:465,<,250-XRDST,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,43,DAG member 01:57446,DAG member 02:465,<,250-XSHADOWREQUEST,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,44,DAG member 01:57446,DAG member 02:465,<,250-XPROXY,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,45,DAG member 01:57446,DAG member 02:465,<,250-XPROXYFROM,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,46,DAG member 01:57446,DAG member 02:465,<,250-X-MESSAGECONTEXT ADRC-2.1.0.0 EPROP-1.2.0.0,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,47,DAG member 01:57446,DAG member 02:465,<,250 XSYSPROBE,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,48,DAG member 01:57446,DAG member 02:465,>,X-EXPS EXCHANGEAUTH SHA256 ,
    2015-01-26T18:02:47.257Z,Client Proxy Send Connector,08D2051B7AE3DA8F,49,DAG member 01:57446,DAG member 02:465,>,<Binary Data>,
    2015-01-26T18:02:47.272Z,Client Proxy Send Connector,08D2051B7AE3DA8F,50,DAG member 01:57446,DAG member 02:465,<,235 <authentication information>,
    2015-01-26T18:02:47.272Z,Client Proxy Send Connector,08D2051B7AE3DA8F,51,DAG member 01:57446,DAG member 02:465,>,XPROXY SID=08D2051B7AE3DA8E IP=Customer IP PORT=60262 DOMAIN=customerdomain.com CAPABILITIES=0 
    2015-01-26T18:02:47.272Z,Client Proxy Send Connector,08D2051B7AE3DA8F,52,DAG member 01:57446,DAG member 02:465,<,250 XProxy accepted and authenticated,
    2015-01-26T18:02:47.272Z,Client Proxy Send Connector,08D2051B7AE3DA8F,53,DAG member 01:57446,DAG member 02:465,*,,Proxy session successfully set up for [email protected]. Inbound session will now be blindly proxied
    2015-01-26T18:02:47.819Z,Client Proxy Send Connector,08D2051B7AE3DA8F,54,DAG member 01:57446,DAG member 02:465,-,,Remote
    Nothing after these logs indicating any type of issue with the receive connector. Tried to make the logs as anonymous as possible. Hope they still make sense.
    Note; Database was active on DAG member 02 but all incoming traffic on port 587 was directed to DAG member 01.

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