New-PSSession - The SSL certificate contains a common name (CN) that does not match the hostname

Question

We want to open a remote PSSession on our hybrid Exchange 2016 (OnPrem) via Powershell.

$Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://ourServer.FQDN/PowerShell/ -Authentication Kerberos

But we get the error

Connecting to remote server OurServer failed with the following error message :

The server certificate on the destination computer (ourServer.FQDN:443) has the following errors:

The SSL certificate contains a common name (CN) that does not match the hostname.

We use Self Signed Certificates for our Clients

But for our hybrid Configuration we use a bought certificate

Is it a binding Problem in our IIS config ??

We also tried this solution to suppress the CNCheck

$SessionOpt = New-PSSessionOption -SkipCACheck:$true -SkipCNCheck:$true -SkipRevocationCheck:$true
$Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://<target-server-address>/powershell/ -Credential $LiveCred -SessionOption $SessionOpt
How to connect to an Exchange server via PowerShell (codetwo.com)

And get this error

The WinRM client sent a request to an HTTP server and got a response saying the requested HTTP URL was not available.

This is usually returned by a HTTP server that does not support the WS-Management protocol

Best regards

Vito

Answer 1

Hi,
Are you connecting to Exchange from external?
Please check if correct certificate is selected in IIS Manager - Default web site/ Exchange back end -bindings.
And negative to servername -Management servive, try stoping the WMSVC and select the certificate instead of the default one:

Then start the service and run "iisreset" from an elevated command prompt window, see if the issue resolved.

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