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Hybrid Configuration Wizard connecting to remote server failed

Administrators may encounter issues using the Hybrid Configuration Wizard (HCW) to configure their Exchange Hybrid environments. That’s because Microsoft deprecated Remote PowerShell in Exchange Online. In this article, you will learn about the Hybrid Configuration Wizard connecting to remote server failure and the solution to it.

Remote PowerShell deprecation

The deprecation of Remote PowerShell in Exchange Online impacts the functionality of certain features and tools, including the Hybrid Configuration Wizard. This deprecation leads to an error message in the Hybrid Configuration Wizard.

Connecting to remote server failed with the following error message: Connecting to remote server outlook.office365.com failed with the following error message : For more information, see the about_Remote_Troubleshooting Help topic.

Hybrid Configuration Wizard connecting to remote server failed error

Solution to Hybrid Configuration Wizard Error

Microsoft released an update for the Hybrid Configuration Wizard and resolved the connecting to remote server failure because of the Remote PowerShell deprecation.

The solution to this error is to download the latest Hybrid Configuration Wizard from https://aka.ms/HybridWizard (Microsoft) and run it.

Note: You don’t need to upgrade HCW if you have already configured Hybrid in the past. In the future, if you plan to re-run HCW, you should remove the old HCW version and download and run the latest HCW to configure Hybrid.

Conclusion

The deprecation of Remote PowerShell in Exchange Online is causing the Hybrid Configuration Wizard to fail and can’t connect to the remote server Office 365. Microsoft released an update to the Hybrid Configuration Wizard that resolves this issue.

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ALI TAJRAN

ALI TAJRAN

ALI TAJRAN is a passionate IT Architect, IT Consultant, and Microsoft Certified Trainer. He started Information Technology at a very young age, and his goal is to teach and inspire others. Read more »

This Post Has 5 Comments

  1. Hello,
    I was able to complete the Hybrid Configuration Wizard.
    I transferred a mailbox from on-premise to Exchange Online.

    But now only the external emails are delivered from or to this mailbox.

    If I send a mail to an internal mailbox, that is still hosted on-premise, then the mail won´t be
    delivered.
    Reason: [{LED=450 4.4.317 Cannot connect to remote server [Message=SubjectMismatch] [LastAttemptedServerName=customer.domain] [LastAttemptedIP=

    Any Ideas?

    1. I solved the problem.

      The domain was configured as “authorative” – not “internal relay”.
      So Exchange Online tried to deliver the mail to Exchange Online and not to external/on-premise server.

  2. Hi ,I’m facing this issue on the wizard :
    connecting to remote server failed with the following error message: connecting to remote server outlook.office365.com
    failed with the following error message : the winrm client received an HTTP status code of 403from the remote WS-Management service.
    .for more information, see the about_remote_troubleshooting help topic.

  3. I faced this issue recently and the steps above fixed it.

    My problem now is that, users are not able to connect their accounts through outlook on their PC devices.

    Thanks for the advisory.

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