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Outlook Clients not redirecting to new server

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We migrated from Exchange 2003 to 2010 without issue. Exchange 2003 has been removed from the environment

We are now currently Migrating from Exchange 2010 to Exchange 2013. Our setup is as follows:

1 2010 (on 2012) server with all roles installed

1 2013 server (on 2012 R2) with all roles installed.

We use split DNS, a forward and reverse proxy. Everything works fine here.

A UCC SAN certificate. No certificate errors 

Mail flow is working fine internally and externally.

When setting up a mailbox profile pointed to either server, the Outlook client resolves the name and server and configures the client just fine.

The issue we have is when we move mailboxes. If the user has the mailbox open, the get a prompt saying changes a have been made and they need to close and reopen. When they do that, they receive an error stating "MS Exchange is not available. Either there are network problems or the server is down for maintenance"

I can go into the users mail profile in Control Panel, repair the profile by changing the server name to the new server and all is well from there. I can"t see doing this for 2000+ users.

Autodiscover is set to our Exchange 2013 server both internally and externally

OWA & ECP for 2010 is set to https://owa2.domain.com/owa

OWA & ECP for 2013 is set to https://owa.domain.com/owa

Since we use iDevices on our network, OWA and ECP are set that way during the transition.

Outlook anywhere for 2010 is set externally to autodiscover.domain.com and blank for internal

Outlook anywhere for 2013 is set externally to OWA.domain.com and OWA.domain.com for internal

MAPI/HTTP for 2013 is set to https://owa.domain.com/mapi

MAPI/HTTP for 2010 is not applicable 

OAB for 2010 and 2013 is set to  https://autodiscover.domain.com/OAB

ActiveSync for 201 and 2013 is set tohttps://autodiscover.domain.com/Microsoft-Server-ActiveSync

EWS for 2010 is set to https://autodiscover.doamin.com/EWS/Exchange.asmx

EWS for 2013 is set to https://OWA.doamin.com/EWS/Exchange.asmx

Approximately 30-45 minutes after the move, the client will pick it up and redirect like it should.

I am figuring my issue is probably with Autodiscover but not sure where to start.


Russ



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