Remote Credential Guard double-hop issue after server 2022 upgrade

Robert Ro 36 Reputation points
2022-02-21T23:03:25.583+00:00

we upgraded two of our jump/admin servers from server 2019 to server 2022. one was installed fresh, the other one was upgraded via inplace upgrade.

now mstsc /remoteguard no longer works correctly, we seem to run into a kerberos double-hop issue.

what we do is, we logon to the admin server as usual with credentials. then from the admin server we use mstsc /remoteguard to jump to a different machine. on the destination machine, upon opening network shares we receive the message:

"The system cannot contact a domain controller to service the authentication reuqest. Please try again later."

176535-image.png

this did not happen before the upgrade. everything still works fine when starting from a server 2019 admin server.
no group policies, security settings or other modifications were done the infrastructure.
anyone else experiencing this?

Windows for business | Windows Client for IT Pros | User experience | Remote desktop services and terminal services
Windows for business | Windows Server | User experience | Other
Windows for business | Windows Server | Devices and deployment | Configure application groups
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  1. SIMONS Philippe 1 Reputation point
    2022-03-14T11:30:25.443+00:00

    We also opened a support case on 2022-01-14, and provided a reproduction scenario on 19-02-2022 ...

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  2. Robert Ro 36 Reputation points
    2022-03-14T10:27:37.393+00:00

    We opened a support case on 2022-02-22 but so far no resolution.

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  3. SIMONS Philippe 1 Reputation point
    2022-03-14T10:14:17.78+00:00

    Similar issue here, using Windows 10 21H2 after applying January Patch Tuesday Update (KB5009543) as source of RDP (destination machine is Windows Server 2019 or 2022.)
    A work arround is to Lock / Unlock the remote session (CTRL+ALT+END) ... but I imagine then you are not relying on RGC but local Authentication.

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  4. Simon Kleinl-Roscic 1 Reputation point
    2022-03-10T10:00:08.003+00:00

    Same problem here: when using an Windows Server 2022 jump/admin host to connect to other machines using mstsc /remoteguard then we run in the kerberos double hop issue as robert described (you can´t access file shares, ...). It doesn´t matter if the destination machine is Windows Server 2016, 2019 or 2022. If you use an Windows Server 2016 or 2019 jump/admin host to connect to other machines using mstsc /remoteguard, then everything works as expected (access to file shares works, ...).

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