New-PSSession : [outlook.office365.com] Connecting to remote server outlook.office365.com failed with the following error message

Question

_{Wednesday, January 30, 2019 11:53 AM}



PS C:\Users\$TADINTEG> $proxysettings = New-PSSessionOption -ProxyAccessType IEConfig

PS C:\Users\$TADINTEG> $creds = Get-Credential
cmdlet Get-Credential at command pipeline position 1
Supply values for the following parameters:

PS C:\Users\$TADINTEG> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $Creds -Authentication Basic -AllowRedirection -SessionOption $proxysettings
New-PSSession : [outlook.office365.com] Connecting to remote server outlook.office365.com failed with the following error message : The server certificate on the destination computer (outlook.office365.com:443) has the following errors: 
The SSL certificate could not be checked for revocation. The server used to check for revocation might be unreachable. For more information, see the about_Remote_Troubleshooting Help topic.
At line:1 char:12
+ $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri ht ...
+ ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
    + CategoryInfo          : OpenError: (System.Manageme....RemoteRunspace:RemoteRunspace) [New-PSSession], PSRemotingTransportException
    + FullyQualifiedErrorId : 12175,PSSessionOpenFailed

I am trying to connect office 365 go the able exception need help!!!!

All replies (4)

_{Thursday, January 31, 2019 4:19 AM}

Hi,

Welcome to the Office 2013 and Office 365 ProPlus IT Pro General Discussions forum. Here we mainly focus on general issues about Office desktop client. Considering that your question is more related to Exchange Online, so I’ll move this thread to the Exchange Online forum to get a better response.

Thanks for your understanding and hope your question will be resolved soon.

 Regards, 

Aidan Wang

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_{Thursday, January 31, 2019 7:24 AM}

Your proxy/firewall seems to be blocking the OCSP/CRL endpoint, which is needed for certificate validation. In other words, you need to enable access to ALL the URLs and IP ranges listed here: /en-us/office365/enterprise/urls-and-ip-address-ranges?redirectSourcePath=%2fen-us%2farticle%2fOffice-365-URLs-and-IP-address-ranges-8548a211-3fe7-47cb-abb1-355ea5aa88a2#microsoft-365-common-and-office-online

More specifically to this issue, the ones from ID 125 in the above article.

_{Friday, February 1, 2019 7:08 AM}

Hi Alex,

You can also prevent CRL check, try the following command and check if any helps:

$sessionOption = New-PSSessionOption -SkipCACheck -SkipCNCheck -SkipRevocationCheck

$session = New-PSSession -ConnectionUri $yourUrl -Credential $credential -Authentication Basic -AllowRedirection -SessionOption $sessionOption

Best Regards,
Niko Cheng
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_{Friday, February 1, 2019 2:55 PM}

PS C:\Users\t-alex> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $Creds -Authentication Basic -AllowRedirection  -SessionOption $sessionOption 
New-PSSession : [outlook.office365.com] Connecting to remote server outlook.office365.com failed with the following 
error message : WinRM cannot complete the operation. Verify that the specified computer name is valid, that the 
computer is accessible over the network, and that a firewall exception for the WinRM service is enabled and allows 
access from this computer. By default, the WinRM firewall exception for public profiles limits access to remote 
computers within the same local subnet. For more information, see the about_Remote_Troubleshooting Help topic.
At line:1 char:12
+ $Session = New-PSSession -ConfigurationName Microsoft.Exchange -Conne ...
+            ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
    + CategoryInfo          : OpenError: (System.Manageme....RemoteRunspace:RemoteRunspace) [New-PSSession], PSRemot 
   ingTransportException
    + FullyQualifiedErrorId : WinRMOperationTimeout,PSSessionOpenFailed

I have checked that it gave the above exception