Problems with Kerberos double hop after installing Windows Server update November 9, 2021

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Tracy Briscoe

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Nov 11, 2021, 2:54:19 AM11/11/21
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Hi All

 

FYI, we’ve had issues with Kerberos double hop authentication after installing this month’s Windows update on our domain controllers.

The cumulative update includes KB5008380.

 

We’ve had to roll back the update for the moment.

 

Regards,

 

Tracy Briscoe
Senior Network and Systems Engineer

St Peter’s School, Cambridge

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Ben Green

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Nov 12, 2021, 11:21:38 PM11/12/21
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Thanks for the heads up.

Did you hit the issue noted here...

... or something else?

- Ben.


From: techies-f...@googlegroups.com <techies-f...@googlegroups.com> on behalf of Tracy Briscoe <Tra...@stpeters.school.nz>
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Subject: [techies-for-schools] Problems with Kerberos double hop after installing Windows Server update November 9, 2021
 
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Tracy Briscoe

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Nov 14, 2021, 3:02:54 PM11/14/21
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HI Ben

 

We’ve seen two scenarios:

  1. Domain joined window client -> web server (IIS) -> back end servers (MS SQL and file server)
  2. BYOD/external client -> Web Application Proxy (WAP) -> web server -> back end servers (MS SQL/file server/Exchange Mail server)

 

The second scenario is covered by the known issue you’ve posted the link to. 

However the first does not appear to be covered, unless the webserver is doing an authentication protocol translation we don’t know about.

 

Regards,

 

Tracy Briscoe
Senior Network and Systems Engineer

St Peter’s School, Cambridge

 

Alistair Baird

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Nov 14, 2021, 3:49:51 PM11/14/21
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I applied the No-11 Rollup KB5007192 on Thursday to our DC's and no problem. Applied it to our print server on Friday night, and although it all looked good remotely, users were "disallowed" this morning - had to roll the update back on the printer server and all was good.




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Tracy Briscoe

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Nov 14, 2021, 4:03:38 PM11/14/21
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One thing to note is that for us the issues didn’t occur until the user had new Kerberos tickets.

Hence users who have logged on before the DCs were updated were able to access resources, where as those who logged on afterwards had issues.  By default Kerberos tickets expire after 10 hours, and can be renewed for up to 7 days.

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