Sounds to me as if your autodiscover is configured incorrectly, either 
internally, externally, or both.

From: [email protected] [mailto:[email protected]] On 
Behalf Of Kuehn, Shannon
Sent: Tuesday, December 10, 2013 11:59 AM
To: '[email protected]'
Subject: [NTSysADM] Peculiar Office 365 Issue

Hi everyone,

I have a weird, weird Office 365 issue and am hopeful the brain power on this 
list could potentially help!  To set the stage:


-        We have an internal namespace (internaldomain.com) where everyone 
connects for internal resources (email server, file share, applications, etc.).

-        We also have an external namespace (gemrc.com) which is how the world 
views us and sends external email internally.

-        We just deployed Exchange 2013 in a hybrid configuration.  I am in the 
middle of moving all archives to O365.

-        According to my Exchange consultant, everything appears to be 
configured correctly.  We have an ADFS server, an ADFS proxy and a DirSync 
server.  I verified no errors on any of those servers and the sync is happening 
as I can see all domain users within O365's portal.  ADFS is running on the 
ADFS server + proxy.  DirSync is seemingly running smoothly as well.

-        I installed Microsoft Single Sign on Assistant on every machine.

-        I applied the latest round of security updates to Office 2010 
(including Service Pack 2 and all security updates for Service Pack 2).

-        I have deleted domain credentials within Credential Manager.

-        I have recreated mailbox profiles a plenty.

The kicker?  Here's what is happening:


-        Upon launching Outlook locally, a password prompt appears.  According 
to everything online and my Exchange consultant, users should put in first 
initial + last name @gemrc.com and then their current network password.  What 
that does is it connects users to their archive.  It misses the actual internal 
namespace and the local account does not find itself current.  Makes me think 
something is awry with Kerberos or something.

-        I then go into the Send/Receive tab and force the Exchange prompt to 
pop up, which I then use to connect these users to our internal namespace.  The 
local Outlook client then is current.

-        This works for about 8-12 hours and then the local Outlook client goes 
into a Limited Connectivity state and drops the connection to both Office 365 
and our internal namespace.

I currently have a technical ticket open with Microsoft (waiting on a call back 
and if I don't get one, I'll start the calling path shortly), but thought to 
query the group in the event any of you have seen this.  Just perplexing and I 
don't have enough time to run out to every mailbox and connect them daily.  
Thoughts?  Help?  Solutions?  Ideas?  I'm fresh out...thanks in advance!

_______________________________________________________________________
Shannon Kuehn

GEM Realty Capital, Inc.
900 North Michigan Avenue | Suite 1450 | Chicago, IL  60611
Direct:  (312) 915-3512  |  Mobile:  (312) 953-4577  |  Fax:  (312) 915-2901
Email:  [email protected]<mailto:[email protected]>  |  Website:  
http://www.gemrc.com<http://www.gemrc.com/>


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