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"Trying to Connect" in Outlook

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We recently migrated from Exchange 2007 to Exchange 2013 SP1.  During the migration, when we migrated hundreds of users, new and existing clients would get kicked out of email and get the "Trying to Connect" message in Outlook.  Now that we are done with the migration, on premise btw, we occasionally get this error.  Mgmt is getting really frustrated with this issue that seems to never get a resolution for.  Here is current configuration

3 cas server load balanced behind the Citrix Netscalers all virtualized on VMWare 5.0 U2

all URLS point to the VIP on the netscalers all virtualized on VMWare Vmware 5.0 U2

4 mbx servers in a DAG that spans two datacenters. The second data center is our HA environment.  NO users run out of the second data center.

All servers are running windows 2012 R2.  13k mailboxes

SMTP traffic also runs through the Citrix Netscalers.

We have already opened a ticket with Microsoft, citrix and vmware.  Although we have found some issues, they have been resolved but the issue still exists.  

We have run out of options on how to troubleshoot this.  

Anyone seen anything like this?

Thank you

Lorenzo Gonzalez

PHoenix, AZ


Lornzo Gonzalez


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