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Exchange PowerShell remoting unable to reconnect in certain offices.

So I am kind of at a loss on this one and thought I'd reach out.  I have a couple IT administrators in an international location who can't connect to Exchange to do remoting from their workstations, but they CAN from RDP sessions to machines that are in our headquarters.  When using the simplified below code to connect to Exchange:

$server = '<serverName>'
$s = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri "http://$server/PowerShell/" -Authentication Kerberos
Import-PSSession $s

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It connects fine and allows them to execute a few Exchange commands and then the PSSession breaks and when it goes to reconnect they get this error:

New-PSSession : [<serverName] Connecting to remote server <serverName> failed with the following error message : Access is denied.  For more information, see the about_Remote_Troubleshooting Help topic.
At line:1 char:6
+ $s = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri http:// ...
+ ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
      + CategoryInfo                  : OpenError: (System.Manageme....RemoteRunspace) [New-PSSession], PSRemotingTransportException
      + FullyQualifiedErrorId      : AccessDenied,PSSessionOpenFailed

What's interesting is that the initial session with the Exchange servers (version 2010 and 2013 report this..so PSv2 and v3) works just fine and it's only after the PSSession is broken is when this becomes an issue, so it's not a case where the user has rights.

The issues doesn't appear to be account specific since I can RDP into a computer in this office and experience the same problem even though from my normal workstation either across a VPN or even through a server in the central office it works just fine.

So I'm stuck on this one.  This issue is effecting all of the IT folks in this international office who need to run Exchange cmdlets via remoting so it seems to be tied to the office (which makes me think it's a networking thing, but it only happens with Exchange remoting and only when the session is broken and the re-connection code is called).

Any ideas?
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evetsleep
Asked:
evetsleep
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1 Solution
 
Jamie McKillopCommented:
Hello,

Do you have any WAN optimizers in place? I've seen a similar issue where a WAN optimizer was the cause. It was related to Kerberos authentication. My network guys had to make some exclusions on the optimizers.

-JJ
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evetsleepAuthor Commented:
Yeah...I'm looking into that.  I fired up some network monitors on the client and the server and I see the client sending an HTTP POST containing the Kerberos data and the server responds with a 200 OK and then the client sends a follow up POST that is a Kerberos encrypted session that never makes it to the server, but the funny thing is the client gets a 401 response from the server (which I never see on the server side network monitor).
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Jamie McKillopCommented:
The 401 is probably coming from the optimizer.

-JJ
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evetsleepAuthor Commented:
Jamie you were right.  I had the network folks put in an exclusion for the test host I was using where I could reproduce this 100% of the time after they told me there was a WAN optimizer in place.  After they did that the problem went away.  Now I just need to work with them to find out what kind of large scale solution we can put into place so that Kerberos authorization can work over HTTP with PowerShell.  Thanks!
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