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Can not connect to Office 365 / Exchange Online with PowerShell #5561

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kai-h opened this issue Nov 28, 2017 · 85 comments
Closed

Can not connect to Office 365 / Exchange Online with PowerShell #5561

kai-h opened this issue Nov 28, 2017 · 85 comments
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Issue-Discussion the issue may not have a clear classification yet. The issue may generate an RFC or may be reclassif OS-macOS Resolution-Fixed The issue is fixed. WG-Remoting PSRP issues with any transport layer

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@kai-h
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kai-h commented Nov 28, 2017

I can not connect to Office 365 / Exchange Online with PowerShell.
Apparently others can with the latest version of push, but it is not working for me on either macOS 10.12 or 10.13 with pwsh 6.0.0-rc

I get an error creating the New-PSSession. Depending on the exact syntax of the command I'm using, it either says New-PSSession : This parameter set requires WSMan, and no support WSMan client library was found, or PowerShell quits with an unhandled exception and abort trap 6.

Steps to reproduce

Install PowerShell 6.0.0-rc on macOS 10.12 or 10.13.
Use Get-Credential to get an Office 365 administrator credential and then use New-PSSession to create a new session.

[kai@blackmac ~]$ pwsh
PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/kai> $PSVersionTable                                        

Name                           Value                                           
----                           -----                                           
PSVersion                      6.0.0-rc                                        
PSEdition                      Core                                            
GitCommitId                    v6.0.0-rc                                       
OS                             Darwin 16.7.0 Darwin Kernel Version 16.7.0: T...
Platform                       Unix                                            
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}                         
PSRemotingProtocolVersion      2.3                                             
SerializationVersion           1.1.0.1                                         
WSManStackVersion              3.0                                             


PS /Users/kai> $UserCredential = Get-Credential                       

PowerShell credential request
Enter your credentials.
User: admin@example.com
Password for user admin@example.com: ***********

PS /usr/local/microsoft> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                     
New-PSSession : This parameter set requires WSMan, and no supported WSMan client library was found. WSMan is either not installed or unavailable for this system.
At line:1 char:12
+ $Session = New-PSSession -ConfigurationName Microsoft.Exchange -Conne ...
+            ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
+ CategoryInfo          : ResourceUnavailable: (:) [New-PSSession], PSRemotingTransportException
+ FullyQualifiedErrorId : System.Management.Automation.Remoting.PSRemotingDataStructureException,Microsoft.PowerShell.Commands.NewPSSessionCommand
 
PS /Users/kai> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid -Credential $UserCredential -Authentication Basic -AllowRedirection                      

An error has occurred that was not properly handled. Additional information is shown below. The PowerShell process will exit.

Unhandled Exception: System.NullReferenceException: Object reference not set to an instance of an object.
   at System.Management.Automation.Remoting.PrioritySendDataCollection.Clear()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.WSManClientSessionTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.Finalize()
Abort trap: 6
[kai@blackmac ~]$ 

You will note from the prompt in the last line above that it's dropped me back into the bash shell.

Expected behavior

It is expected that New-PSSession will work on macOS

Actual behavior

Depending on the precise syntax of the command, New-PSSession either returns an error message:
New-PSSession : This parameter set requires WSMan, and no supported WSMan client library was found
Or, New-PSSession has an unhandled exception and PowerShell quits with abort trap 6.

The differences in the syntax are with the ConnectionUri - whether or not there is a trailing slash on the uri seems to make the difference. With a trailing slash, I get the error about WSMan missing. Without the trailing slash, the PowerShell session aborts.

With trailing slash:

PS /Users/kai> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                     
New-PSSession : This parameter set requires WSMan, and no supported WSMan client library was found. WSMan is either not installed or unavailable for this system.
At line:1 char:12
+ $Session = New-PSSession -ConfigurationName Microsoft.Exchange -Conne ...
+            ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
+ CategoryInfo          : ResourceUnavailable: (:) [New-PSSession], PSRemotingTransportException
+ FullyQualifiedErrorId : System.Management.Automation.Remoting.PSRemotingDataStructureException,Microsoft.PowerShell.Commands.NewPSSessionCommand

Without trailing slash:

PS /Users/kai> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid -Credential $UserCredential -Authentication Basic -AllowRedirection                      

An error has occurred that was not properly handled. Additional information is shown below. The PowerShell process will exit.

Unhandled Exception: System.NullReferenceException: Object reference not set to an instance of an object.
   at System.Management.Automation.Remoting.PrioritySendDataCollection.Clear()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.WSManClientSessionTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.Finalize()
Abort trap: 6

Environment data

PS /Users/kai> $PSVersionTable                                                                                                                                                                                Name                           Value                                                                   
----                           -----                                                                  
PSVersion                      6.0.0-rc                                                               
PSEdition                      Core                                                                   
GitCommitId                    v6.0.0-rc                                                              
OS                             Darwin 16.7.0 Darwin Kernel Version 16.7.0: Thu Jun 15 17:36:27 PDT ...
Platform                       Unix                                                                   
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}                                                
PSRemotingProtocolVersion      2.3                                                                    
SerializationVersion           1.1.0.1                                                                
WSManStackVersion              3.0                                                                    
@SteveL-MSFT
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This is working for me on 10.13.1. Can you confirm that in $PSHome you have libpsrpclient.dylib?

@kai-h
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kai-h commented Nov 29, 2017

PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/kai> cd $PSHome                                                       
PS /usr/local/microsoft/powershell/6.0.0-rc> ls -al *.dylib                     
-rw-r--r--  1 root  wheel    70224 31 Oct 17:27 System.Globalization.Native.dylib
-rw-r--r--  1 root  wheel    13484 31 Oct 17:27 System.IO.Compression.Native.dylib
-rw-r--r--  1 root  wheel    61460 31 Oct 17:27 System.Native.dylib
-rw-r--r--  1 root  wheel    16932 31 Oct 17:27 System.Net.Http.Native.dylib
-rw-r--r--  1 root  wheel    15132 31 Oct 17:27 System.Net.Security.Native.dylib
-rw-r--r--  1 root  wheel    46016 31 Oct 17:27 System.Security.Cryptography.Native.Apple.dylib
-rw-r--r--  1 root  wheel    75708 31 Oct 17:27 System.Security.Cryptography.Native.OpenSsl.dylib
-rw-r--r--  1 root  wheel  2571480 31 Oct 17:27 libclrjit.dylib
-rw-r--r--  1 root  wheel  6894904 31 Oct 17:27 libcoreclr.dylib
-rw-r--r--  1 root  wheel   883740 31 Oct 17:27 libdbgshim.dylib
-rw-r--r--  1 root  wheel   869664 31 Oct 17:27 libhostfxr.dylib
-rw-r--r--  1 root  wheel  1006336 31 Oct 17:27 libhostpolicy.dylib
-rw-r--r--  1 root  wheel   843792 14 Nov 11:37 libmi.dylib
-rw-r--r--  1 root  wheel  3081760 31 Oct 17:27 libmscordaccore.dylib
-rw-r--r--  1 root  wheel  2021168 31 Oct 17:27 libmscordbi.dylib
-rw-r--r--  1 root  wheel    20568  4 Nov 09:08 libpsl-native.dylib
-rw-r--r--  1 root  wheel   224784 15 Nov 07:39 libpsrpclient.dylib
-rw-r--r--  1 root  wheel   553360 31 Oct 17:27 libsos.dylib
PS /usr/local/microsoft/powershell/6.0.0-rc> 

@SteveL-MSFT
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@kai-h you have the right library with the right file size and permissions. Is DYLD_LIBRARY_PATH defined? What is the output of $env:DYLD_LIBRARY_PATH?

@kai-h
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kai-h commented Nov 29, 2017

It's undefined.

PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/kai> $env:DYLD_LIBRARY_PATH                                           
PS /Users/kai> 

@SteveL-MSFT
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What does [System.Environment]::Is64BitProcess return?

@kai-h
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kai-h commented Nov 29, 2017

PS /Users/kai> [System.Environment]::Is64BitProcess                             
True

@SteveL-MSFT
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@kai-h try (in the terminal before starting pwsh):

export DYLD_LIBRARY_PATH=/usr/local/microsoft/powershell/6.0.0-rc:${DYLD_LIBRARY_PATH}
pwsh
$Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection

@kai-h
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kai-h commented Nov 29, 2017

Thank you for your persistence with this. I'm still getting the same error though.

[kai@hobbes ~]$ export DYLD_LIBRARY_PATH=/usr/local/microsoft/powershell/6.0.0-rc:${DYLD_LIBRARY_PATH}
[kai@hobbes ~]$ pwsh
PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/kai> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                 

PowerShell credential request
Enter your credentials.
User: admin@example.onmicrosoft.com
Password for user admin@example.onmicrosoft.com: ********


An error has occurred that was not properly handled. Additional information is shown below. The PowerShell process will exit.

Unhandled Exception: System.NullReferenceException: Object reference not set to an instance of an object.
   at System.Management.Automation.Remoting.PrioritySendDataCollection.Clear()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.WSManClientSessionTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.Finalize()
Abort trap: 6
[kai@hobbes ~]$ 

@kai-h
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kai-h commented Nov 29, 2017

I'd like to confirm that I can successfully connect to Office 365 from PowerShell hosted on an Azure Ubuntu virtual machine, using the exact same details as I'm trying on the Mac.

PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /home/kai>  $PSVersionTable                                                                                                                               

Name                           Value                                                                                                                        
----                           -----                                                                                                                        
PSVersion                      6.0.0-rc                                                                                                                     
PSEdition                      Core                                                                                                                         
GitCommitId                    v6.0.0-rc                                                                                                                    
OS                             Linux 4.4.0-22-generic #40-Ubuntu SMP Thu May 12 22:03:46 UTC 2016                                                           
Platform                       Unix                                                                                                                         
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}                                                                                                      
PSRemotingProtocolVersion      2.3                                                                                                                          
SerializationVersion           1.1.0.1                                                                                                                      
WSManStackVersion              3.0                                                                                                                          


PS /home/kai> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                                                                                                          

PowerShell credential request
Enter your credentials.
User: user@example.onmicrosoft.com
Password for user user@example.onmicrosoft.com: ********

PS /home/kai> Import-PSSession $Session
(at this point PowerShell starts loading remote modules etc and preparing the session)

@kai-h
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kai-h commented Nov 29, 2017

What I'm going to do in order to remove any possible issues with me having tweaked something on my Mac that is conflicting with this is set up a clean install of macOS 10.12 and then a fresh install of PowerShell 6.0.0-rc and test if it works tonight.

@iSazonov
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It is dup #3606

@kai-h
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kai-h commented Nov 29, 2017

Issue #3606 is kind-of a dup, but they also saw the error which I haven't seen occur in my testing.

New-PSSession : Unable to load DLL 'libpsrpclient':...

@kai-h
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kai-h commented Nov 29, 2017

I have been able to reproduce this on a clean install of macOS 10.12.6 and a clean install of PowerShell 6.0.0-rc. Everything is with default settings, new admin account created on first boot and no settings changed for the Terminal app.

Last login: Thu Nov 30 08:11:57 on ttys000
Administrators-Mac-mini:~ admin$ pwsh
PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/admin> $PSVersionTable                                                

Name                           Value                                           
----                           -----                                           
PSVersion                      6.0.0-rc                                        
PSEdition                      Core                                            
GitCommitId                    v6.0.0-rc                                       
OS                             Darwin 16.7.0 Darwin Kernel Version 16.7.0: T...
Platform                       Unix                                            
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}                         
PSRemotingProtocolVersion      2.3                                             
SerializationVersion           1.1.0.1                                         
WSManStackVersion              3.0                                             


PS /Users/admin> $env:DYLD_LIBRARY_PATH                                         
PS /Users/admin> [System.Environment]::Is64BitProcess                           
True
PS /Users/admin> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                             

PowerShell credential request
Enter your credentials.
User: admin@example.onmicrosoft.com
Password for user admin@example.onmicrosoft.com: *********


An error has occurred that was not properly handled. Additional information is shown below. The PowerShell process will exit.

Unhandled Exception: System.NullReferenceException: Object reference not set to an instance of an object.
   at System.Management.Automation.Remoting.PrioritySendDataCollection.Clear()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.WSManClientSessionTransportManager.CloseAsync()
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.Finalize()
Abort trap: 6
Administrators-Mac-mini:~ admin$ 

@kai-h
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kai-h commented Nov 29, 2017

Here are the results on a clean 10.12.6 install

Last login: Thu Nov 30 08:48:11 on ttys000
Administrators-Mac-mini:~ admin$ pwsh
PowerShell v6.0.0-rc
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/admin> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                                                               

PowerShell credential request
Enter your credentials.
User: admin@example.com
Password for user admin@example.com: ********


An error has occurred that was not properly handled. Additional information is shown below. The PowerShell process will exit.

Unhandled Exception: System.NullReferenceException: Object reference not set to an instance of an object.
   at System.Management.Automation.Remoting.PrioritySendDataCollection.Clear() in /PowerShell/src/System.Management.Automation/engine/remoting/fanin/PriorityCollection.cs:line 158
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.CloseAsync() in /PowerShell/src/System.Management.Automation/engine/remoting/fanin/BaseTransportManager.cs:line 949
   at System.Management.Automation.Remoting.Client.WSManClientSessionTransportManager.CloseAsync() in /PowerShell/src/System.Management.Automation/engine/remoting/fanin/WSManTransportManager.cs:line 1219
   at System.Management.Automation.Remoting.Client.BaseClientTransportManager.Finalize() in /PowerShell/src/System.Management.Automation/engine/remoting/fanin/BaseTransportManager.cs:line 998
Abort trap: 6
Administrators-Mac-mini:~ admin$ 

@iSazonov iSazonov added WG-Remoting PSRP issues with any transport layer Issue-Discussion the issue may not have a clear classification yet. The issue may generate an RFC or may be reclassif labels Dec 1, 2017
@kai-h
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kai-h commented Dec 6, 2017

This could be related to the issues I was seeing that are documented on #4029
As it stands, PowerShell 6.0.0-rc requires the use of OpenSSL libraries installed by Homebrew

@diegoalbuquerque
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For help.

I had the same problem in a Debian 9 docker container. After read the comments above I saw thet there was some broken linkes libraries and it was because the system libraries are newer than expected. Then , i made some symbolic links and everything ran ok.

root@db70f6f67c51:/usr/lib/x86_64-linux-gnu# ldd /opt/microsoft/powershell/6.0.1/libmi.so

    _linux-vdso.so.1 (0x00007ffd4b7fd000)
    libpthread.so.0 => /lib/x86_64-linux-gnu/libpthread.so.0 (0x00007f86cb670000)
    libdl.so.2 => /lib/x86_64-linux-gnu/libdl.so.2 (0x00007f86cb46c000)
    libpam.so.0 => /lib/x86_64-linux-gnu/libpam.so.0 (0x00007f86cb25e000)
    **libssl.so.1.0.0 =>  not found
    libcrypto.so.1.0.0 => not found**
    libc.so.6 => /lib/x86_64-linux-gnu/libc.so.6 (0x00007f86cac56000)
    /lib64/ld-linux-x86-64.so.2 (0x00007f86cb88d000)
    libaudit.so.1 => /lib/x86_64-linux-gnu/libaudit.so.1 (0x00007f86caa2e000)
    libcrypto.so.1.0.2 => /usr/lib/x86_64-linux-gnu/libcrypto.so.1.0.2 (0x00007f86ca5ca000)
    libcap-ng.so.0 => /lib/x86_64-linux-gnu/libcap-ng.so.0 (0x00007f86ca3c4000)_

root@db70f6f67c51:/opt/microsoft/powershell/6.0.1# cd /usr/lib/x86_64-linux-gnu/
root@db70f6f67c51:/usr/lib/x86_64-linux-gnu# ln -s libssl.so.1.0.2 libssl.so.1.0.0
root@db70f6f67c51:/usr/lib/x86_64-linux-gnu# ls -l libssl*

-rw-r--r-- 1 root root 738444 Nov 2 11:29 libssl.a
lrwxrwxrwx 1 root root 13 Nov 2 11:29 libssl.so -> libssl.so.1.1
lrwxrwxrwx 1 root root 15 Feb 21 17:27 libssl.so.1.0.0 -> libssl.so.1.0.2
-rw-r--r-- 1 root root 431232 Dec 13 22:09 libssl.so.1.0.2
-rw-r--r-- 1 root root 442920 Nov 2 11:29 libssl.so.1.1

root@db70f6f67c51:/usr/lib/x86_64-linux-gnu# ln -s libcrypto.so.1.0.2 libcrypto.so.1.0.0
root@db70f6f67c51:/usr/lib/x86_64-linux-gnu# ldd /opt/microsoft/powershell/6.0.1/libmi.so

    _linux-vdso.so.1 (0x00007ffdde3b4000)
    libpthread.so.0 => /lib/x86_64-linux-gnu/libpthread.so.0 (0x00007f4e51539000)
    libdl.so.2 => /lib/x86_64-linux-gnu/libdl.so.2 (0x00007f4e51335000)
    libpam.so.0 => /lib/x86_64-linux-gnu/libpam.so.0 (0x00007f4e51127000)
    libssl.so.1.0.0 => /usr/lib/x86_64-linux-gnu/libssl.so.1.0.0 (0x00007f4e50ebe000)
    libcrypto.so.1.0.0 => /usr/lib/x86_64-linux-gnu/libcrypto.so.1.0.0 (0x00007f4e50a5a000)
    libc.so.6 => /lib/x86_64-linux-gnu/libc.so.6 (0x00007f4e506bb000)
    /lib64/ld-linux-x86-64.so.2 (0x00007f4e51756000)
    libaudit.so.1 => /lib/x86_64-linux-gnu/libaudit.so.1 (0x00007f4e50493000)
    libcap-ng.so.0 => /lib/x86_64-linux-gnu/libcap-ng.so.0 (0x00007f4e5028d000)_

@TheProdigy20P
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TheProdigy20P commented Mar 20, 2018

I was having a similar problem but for me the problem was with the -AllowRedirection Parameter.

If i tried in linux.

$Session = $O365Session = New-PSSession –ConfigurationName Microsoft.Exchange -ConnectionUri https://ps.outlook.com/powershell -Credential $O365Cred -Authentication Basic -AllowRedirection

New-PSSession : [ps.outlook.com] Connecting to remote server ps.outlook.com failed with the following error message : Basic Authorization failed for user bb.admin@billabonggroup.com 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], PSRemotingTransportException
+ FullyQualifiedErrorId : 2,PSSessionOpenFailed

My Powershell Version

PS /> $PSVersionTable                                                                                                                                               

Name                           Value                                                                                                                               
----                           -----                                                                                                                               
PSVersion                      6.0.2                                                                                                                               
PSEdition                      Core                                                                                                                                
GitCommitId                    v6.0.2                                                                                                                              
OS                             Linux 4.13.0-37-generic #42-Ubuntu SMP Wed Mar 7 14:13:23 UTC 2018                                                                  
Platform                       Unix                                                                                                                                
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}                                                                                                             
PSRemotingProtocolVersion      2.3                                                                                                                                 
SerializationVersion           1.1.0.1                                                                                                                             
WSManStackVersion              3.0       

Same thing in Powershell in windows 10

PS C:\Users\user> $O365Session = New-PSSession –ConfigurationName Microsoft.Exchange -ConnectionUri https://ps.outlook.com/powershell -Credential $O365Cred -Authentication Basic -AllowRedirection

WARNING: Your connection has been redirected to the following URI: "https://ps.outlook.com/PowerShell-LiveID?PSVersion=5.1.16299.251 "

I get a warning of a redirection but I do get the connection succesfully.

My PSversion on Windows 10

PS C:\Users\user> $PSVersionTable

Name                           Value
----                           -----
PSVersion                      5.1.16299.251
PSEdition                      Desktop
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}
BuildVersion                   10.0.16299.251
CLRVersion                     4.0.30319.42000
WSManStackVersion              3.0
PSRemotingProtocolVersion      2.3
SerializationVersion           1.1.0.1

Now running the same command in linux but using the redirected URI we got in windows.

PS /> $O365Session = New-PSSession –ConfigurationName Microsoft.Exchange -ConnectionUri "https://ps.outlook.com/PowerShell-LiveID?PSVersion=5.1.16299.251" -Credential $O365Cred -Authentication Basic -AllowRedirection                                                                                                                
PS /> $O365Session                                                                                                                                                  

 Id Name            ComputerName    ComputerType    State         ConfigurationName     Availability
 -- ----            ------------    ------------    -----         -----------------     ------------
  6 WinRM6          ps.outlook.com  RemoteMachine   Opened        Microsoft.Exchange       Available

This seems to me the problem is that the allowredirection paratemer is not working properly.

@kai-h
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kai-h commented Apr 9, 2018

After installing the latest PowerShell (v6.0.2) this is no longer working for me:

[kai@blackmac ~]$ pwsh
PowerShell v6.0.2
Copyright (c) Microsoft Corporation. All rights reserved.

https://aka.ms/pscore6-docs
Type 'help' to get help.

PS /Users/kai> $PSVersionTable                                                                                                             

Name                           Value                                                                                                      
----                           -----                                                                                                      
PSVersion                      6.0.2                                                                                                      
PSEdition                      Core                                                                                                       
GitCommitId                    v6.0.2                                                                                                     
OS                             Darwin 17.5.0 Darwin Kernel Version 17.5.0: Mon Mar  5 22:24:32 PST 2018; root:xnu-4570.51.1~1/RELEASE_X...
Platform                       Unix                                                                                                       
PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0...}                                                                                    
PSRemotingProtocolVersion      2.3                                                                                                        
SerializationVersion           1.1.0.1                                                                                                    
WSManStackVersion              3.0                                                                                                        


PS /Users/kai> $UserCredential = Get-Credential                                                                                            

PowerShell credential request
Enter your credentials.
User: admin@example.onmicrosoft.com
Password for user admin@example.onmicrosoft.com: ***********

PS /Users/kai> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection                                                                     
New-PSSession : [outlook.office365.com] Connecting to remote server outlook.office365.com failed with the following error message : Client did not get proper response from server. 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], PSRemotingTransportException
+ FullyQualifiedErrorId : 1,PSSessionOpenFailed
PS /Users/kai> 

@iSazonov
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@SteveL-MSFT Should we consider this as unstable, as bad UX or as bad documented?

@kai-h
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kai-h commented Apr 10, 2018

Is this something that's changed in the latest versions so that Basic auth doesn't work, or is it more than that? I'm happy to do some more testing if required.

@SteveL-MSFT
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The servicing updates to 6.0.0 have not had any changes that affect this. Not sure if there have been any changes on the server side. cc @dantraMSFT

@dantraMSFT
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On MacOS, I do see a regression in 6.0.1 with a consistent ERROR_WSMAN_INVALID_SELECTORS error. I don't see any issues in 6.0.0 and 6.0.2 and libpsrpclient hasn't changed across these releases. The machine hasn't been upgraded to High Sierra yet so that might be contributing.

@kai-h
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kai-h commented Apr 10, 2018

My testing was on a Mac that was recently upgraded from macOS 10.12 Sierra to 10.13 High Sierra. I also upgraded PowerShell from whatever version I had previously (likely to be 6.0.0 or 6.0.1) to the latest version 6.0.2. I also updated my MacPorts installation to the latest version and updated all of my ports. I have a symlink for PowerShell from where it expects to find the OpenSSL libraries as installed by Homebrew to where they are installed by MacPorts and this was all working prior to the upgrades for connecting to Office 365

@nmguidry72
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I have powershell 6.0.2 installed. I've installed MacPorts and created the OpenSSL pkg and installed that. When I try to create $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionURI https://outlook.office365.com/powershell-liveid/ -Credential $O365Cred -Authenticatin Basic -Allowredirection, and I get the same error of New-PSSession : This parameter set requires WSMan, and no supported WSMan client library was found.
$Psversiontable

Name Value


PSVersion 6.0.2
PSEdition Core
GitCommitId v6.0.2
OS Darwin 17.5.0 Darwin Kernel Version 17.5.0: Fri Apr 13 19:32:32 PDT 2018; root:x...
Platform Unix
PSCompatibleVersions {1.0, 2.0, 3.0, 4.0...}
PSRemotingProtocolVersion 2.3
SerializationVersion 1.1.0.1
WSManStackVersion 3.0

What do I need to do to fix the issue of WSMan?

@MEADITYABHASIN
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I am new to O365 and PS on Mac. I am facing the same error message here. Would appreciate any help I can get.

Name Value


PSVersion 6.0.2
PSEdition Core
GitCommitId v6.0.2
OS Darwin 17.6.0 Darwin Kernel Version 17.6.0: Tue May 8 15:22:16 PDT 2018; root:xnu-4570.61.1~...
Platform Unix
PSCompatibleVersions {1.0, 2.0, 3.0, 4.0...}
PSRemotingProtocolVersion 2.3
SerializationVersion 1.1.0.1
WSManStackVersion 3.0

PS /Users/AdityaBhasin> $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://ps.protection.outlook.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection
New-PSSession : This parameter set requires WSMan, and no supported WSMan client library was found. WSMan is either not installed or unavailable for this system.
At line:1 char:12

  • $Session = New-PSSession -ConfigurationName Microsoft.Exchange -Conne ...
  •        ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
    
  • CategoryInfo : ResourceUnavailable: (:) [New-PSSession], PSRemotingTransportException
  • FullyQualifiedErrorId : System.Management.Automation.Remoting.PSRemotingDataStructureException,Microsoft.PowerShell.Commands.NewPSSessionCommand

PS /Users/AdityaBhasin>

System Version: macOS 10.13.5 (17F77)

@kai-h
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kai-h commented Jun 17, 2018

Do you have OpenSSL installed with Homebrew? Or, if you are using MacPorts (which I recommend), have you linked the OpenSSL library directory to where PowerShell thinks it should be?

sudo ln -s /opt/local/lib /usr/local/opt/openssl/lib

@jborean93
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It's getting late in the day for me so I'll have another look at it tomorrow. Just a few questions though:

Is MMI actually used for the native WSMan client. AFAIK the actual WSMan native dll is called through libpsrpclient on Unix. While MMI does actually use libmi through OMI it seems like that repo is used to create Microsoft.Management.Infrastructure.dll which is used by the various CIM components. Maybe they are still linked somehow but it seems like for Enter-PSSession it calls a method in libpsrpclient which then calls various methods in libmi. It seems like to make sure we get the newer binary for libmi we need to look at the build process and see how libmi is actually collected during the build process.

The psl-omi-provider AFAIK is the server plugin and is unrelated to any client based activities. I'm sure getting that working would be nice but honestly I think the client side is the most important part of this story.

@iSazonov
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iSazonov commented Aug 13, 2020

we need to look at the build process and see how libmi is actually collected during the build process.

@PaulHigin Could you please explain how we get libmi in PowerShell distributive? If it comes from PSPR package is it possible update the package to more new OMI version (to 1.5 or 1.6)?

@PaulHigin
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We do not support WinRM/OMI anymore. I believe part of the reason is that OMI itself is no longer in support. @TravisEz13 may be able to provide more information.

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My question comes from the fact that there is already inconsistency - MMI was moved to new version some months ago but PSPR was not - and both reference libmi. I'd expect MSFT makes the minor update to PSPR package and close many questions about the issue.

@TravisEz13
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@PaulHigin Could you please explain how we get libmi in PowerShell distributive? If it comes from PSPR package is its possible update the package to newer OMI version (to 1.5 or 1.6)?

You would have to ask the OMI team for this, and they have said they will not make changes or releases for PowerShell.

@iSazonov
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iSazonov commented Aug 13, 2020

@TravisEz13 My ask about update OMI version in https://github.com/PowerShell/psl-omi-provider/blob/master/omi.version

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PSRP Linux support library. Contribute to PowerShell/psl-omi-provider development by creating an account on GitHub.

@jborean93
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@TravisEz13 the OMI team may not create any more releases for you but what’s stopping you from using one of the existing releases yourself. Seems like you currently do this for MMI so why is the WSMan client any different. Clearly you can use one of the newer releases that is compatible with OpenSSL 1.1.x and drop the requirement for OpenSSL 1.0.x which is outdated and probably insecure.

This whole setup may be deprecated but to me it’s clear that there’s still a use case for using WSMan. Why not try and have PowerShell be more useful on non-Windows platforms.

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TravisEz13 commented Aug 13, 2020

Clearly you can use one of the newer releases that is compatible with OpenSSL 1.1.x and drop the requirement for OpenSSL 1.0.x which is outdated and probably insecure.

@jborean93 This is the opposite of clear. OMI is fundamentally broken. If we move to 1.1, we will break (segfault pwsh) distros that use 1.0. It's a non-starter. OMI refuses to fix the fundamental issue that they don't load libraries correctly, causing segfaults.

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jborean93 commented Aug 13, 2020

If we move to 1.1, we will break (segfault pwsh) distros that use 1.0

So only use libmi that is compiled against OpenSSL 1.1 for the distros that actually come with OpenSSL 1.1? Or better yet, have the OpenSSL 1.1 build as the default and just use existing OpenSSL 1.0 for the ones that don't have 1.1. Why should we hinder newer distro builds that can take advantage of newer libs. Hell even some of the more older distros that are supported by PowerShell offer both OpenSSL versions in some shape or form.

OMI refuses to fix the fundamental issue that they don't load libraries correctly, causing segfaults.

While I totally understand not wanting to take on more work technically there's nothing stopping you from making the fixes yourself and compiling it specifically for PowerShell.

Also is the seg faults in relation to a known problem that's unrelated to OpenSSL or just a comment that trying to load it without the required libs will fail? If it's about the libs not being available then you already have that issue on newer distros that don't come with OpenSSL 1.0.x. Why should newer distros be hindered in the same way you are stating that older ones are hindered if the package is updated?

From a consumer of PowerShell this is all very frustrating to see that crucial components of the language is unavailable outside of Windows hosts. Not being able to use WSMan as a client stops me not only managing existing Windows hosts from a non-Linux host but as the title of this issue states it stops me from using PowerShell to manage online service like O365 or Exchange Online. Being forced to run Windows just to manage those services really does fly in the face of cross platform support that PowerShell normally offers. I know it is all deprecated but without an alternative in place you will continue to have people try and get it working and get frustrated that it doesn't. What really annoys me is that it can actually work but there is little or no desire from the PowerShell team to actually make that happen. It seems like the team is content to keep things in the current broken state and offer platitudes to use a newer transport like ssh which won't work for these situations.

I'm sorry for being blunt, I really do appreciate the time and effort you, and the team, make into this language. This is just going to be my last attempt to try and make the out of box setup more usable for end users. If the consensus is still no then I'll continue to have my own workarounds that others are free to follow if they wish.

@TravisEz13
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TravisEz13 commented Aug 14, 2020

@jborean93 Your questions were previously asked and answer in this thread.

I've filed MicrosoftDocs/PowerShell-Docs#6491 to document that OMI (libmi) is unsupportable by PowerShell.

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Just an FYI for anyone still interested in getting OMI working on Linux/macOS. I've just opened up my fork of the OMI repo which includes a wide range of fixes to get things working properly in PowerShell. You are more than welcome to have a look and play around with it if you wish. I've also written a blog post called Wacky WSMan on Linux to cover my journey in creating the fork and the various issues I came across.

Please bear in mind this is not affiliated with Microsoft or the PowerShell/OMI team in any way. The changes are my own and come with no warranty of guarantees of support. I'll try my best to help with any issues opened there if you are still having problems with the fork.

@flowl
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flowl commented Sep 25, 2020

Today was the first time I was using PowerShell and I'm already disappointed.
Three years and no fix...

PowerShell 7.0.3

Warning: openssl@1.1 1.1.1g is already installed and up-to-date
To reinstall 1.1.1g, run `brew reinstall openssl@1.1`
$Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection

New-PSSession: This parameter set requires WSMan, and no supported WSMan client library was found. WSMan is either not installed or unavailable for this system.

If you say a dependency of PowerShell is deprecated but this dependency is required to configure DKIM in Exchange 365, you are saying that Exchange 365 is deprecated including all these docs making use of the broken software:

https://docs.microsoft.com/en-us/microsoft-365/security/office-365-security/use-dkim-to-validate-outbound-email?view=o365-worldwide#SetUpDKIMO365

Do I need to buy a Windows computer just to get some DKIM keys into Exchange?

@flowl
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flowl commented Oct 5, 2020

Three years still a bug, and instead of Microsoft bringing a solution and update their dependencies, non-Microsoft people need to provide forks and workarounds.

Evidence of incapacity.

@GCHPX
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GCHPX commented Nov 25, 2020

Still waiting for a fix...

@eversome
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eversome commented Dec 3, 2020

Please re-open

@luckman212
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Just to be sure I'm not missing something, I heard it was possible to run a Docker instance on macOS and spin up a PowerShell 7 core using mcr.microsoft.com/powershell — but when I tried that I hit the same roadblock. I believe this would only work for the Windows-based images, correct? So we're still stuck in the same boat ⛵

@kai-h
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kai-h commented Dec 17, 2020

I've written up some instructions that work around these issues and are confirmed working with the latest version of PowerShell (I've tested with 7.1.0 Release) and any recent version of macOS (I've tested on macOS 11 Big Sur).
https://automatica.com.au/2020/12/installing-powershell-on-macos-for-remote-administration-of-microsoft-365/

Basically, install PowerShell via the pkg installer on GitHub. Then install MacPorts and with MacPorts install OpenSSL 1.0
sudo port install openssl10. Finally, symlink /opt/local/lib/openssl-1.0 to /usr/local/opt/openssl/lib

I am yet to test, but I believe this will NOT work on any of the new M1 arm64 architecture Macs as the PowerShell binaries are x86_64 yet the OpenSSL libraries installed by MacPorts will be arm64. I'm sure there is a way to specify that MacPorts installs the x86_64 version of a library on an arm64 machine, but I don't know how to.

Despite the fact that this works, it shouldn't need to be done.

PowerShell needs to work with up-to-date versions of OpenSSL. It should also NOT have hardcoded paths for support libraries. It should not require old, and known insecure, versions of third-party libraries.

All this is going to be a moot point in due course as the Mac version of PowerShell will not authenticate to MS365 with modern authentication, it only supports legacy authentication. I have been unable to get an answer about, or even find out who is responsible for, modern authentication in PowerShell on non-Windows platforms.

Automatica
There are a couple of catches to install PowerShell on macOS and have it work for remote sessions to Microsoft 365 / Azure AD / Exchange Online. First, install the latest release version of PowerSh…

@luckman212
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@kai-h That's a nice writeup and it's a noble effort, but honestly - if anyone has tenants left on 365 that DON'T use MFA then they're being foolish at best and negligent at worst. I strictly require it across the tenants I engage with. So not being able to connect with modern auth is a non-starter unfortunately.

I hope MS stops finger pointing and just finds a way to fix this. Is it really that much of an edge case to want to manage 365 from a Mac these days?

@kai-h
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kai-h commented Dec 17, 2020

I hear you. I strongly advise my clients to use MFA for all of their user accounts, even if it is not turned on tenancy-wide.
It is frustrating that Microsoft have invested so much effort into making PowerShell work on non-Windows platforms, yet what is likely the most common use case, administering Office 365, Exchange Online and Azure, simply doesn't work out of the box, and can not work with Modern Authentication. So near, yet so far.
I'm sure there may be some other edge cases for using PowerShell on other platforms, and it's an excellent exercise in good coding practice to ensure that a big project like this works on other platforms, but in terms of actually using it, I can't see anyone administering a fleet of Macs, or Linux boxes, with PowerShell. It's here so we can talk to Office 365 and Azure.

@jborean93
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@kai-h you shouldn't need to install the older OpenSSL if you use my fork. It's compiled against the newer OpenSSL version (1.1.x) distributed by Homebrew and I've been meaning to see if it will be possible to use the LibreSSL version that comes stock standard. I haven't actually tested it against Big Sur (or M1) but I would assume it would just need to be recompiled and that's it.

@kai-h
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kai-h commented Dec 17, 2020

Thank you @jborean93, I'll have to give that a go. Why Microsoft can't do this is beyond me.
Do you know if it still searches for the OpenSSL library at a fixed path /usr/local/opt/openssl/lib, or does it use LD_LIBRARY_PATH to find the correct library?

@jborean93
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Why Microsoft can't do this is beyond me.

I honestly can't blame them even if I wished the situation was better. The mi library was maintained by a separate team and is based on C so requires a completely different skill set to maintain and support. From experience the code there is quite complex and not something easy to maintain. Once that team dropped support for macOS or PowerShell then the PowerShell team had little choice. What would be nice is if the WSMan code could be implemented in pure .NET and maintained by them as a lot of the fundamental work is already in place in .NET but this is also not a trivial task to achieve. So in the end I decided to just fork the library and fix up the stuff I could. Things that I fixed with this fork

  • Compiled against OpenSSL 1.1.x on platforms that distribute this version
  • Fix up GSSAPI library calls on the various platforms
    • macOS can use Kerberos now, but NTLM only works over HTTPS
    • Other distributions should allow both Kerberos and NTLM (if the NTLM libs are present)
  • Can use your implicit Kerberos credential from kinit, no need to use -Credential on your connections if you already have a token
  • Fix up some of the message encryption bugs so it works on on-prem Exchange hosts over HTTP
  • Increase the password length limit to support modern auth
  • Will perform the CA and CN (CN if the version of OpenSSL supports it) verification checks when using HTTPS
  • Includes a slightly customised libpsrpclient to use an implicit -Authentication Negotiate to act like Windows
    People are free to use it but it isn't affiliated with the PowerShell team in any way.

Do you know if it still searches for the OpenSSL library at a fixed path /usr/local/opt/openssl/lib, or does it use LD_LIBRARY_PATH to find the correct library?

Before I continue, all this is relevant only to macOS, for Linux this info does not apply.

It's still hardcoded to /usr/local/opt/openssl@1.1/lib/lib*.dylib but it is at least for OpenSSL 1.1 and not 1.0. The main reason why it is hardcoded is because libssl and libcrypto are not in any of the default library paths for macOS /usr/lib, /usr/local/lib, or ~/.lib. When you have a dynamically linked lib with @rpath/lib.dylib on macOS it will search in those default paths or ones specified by LD_LIBRARY_PATH (strong caveats with this env var on macOS). So a user who uses this library and has OpenSSL 1.1.x installed from Homebrew will still fail to load the library leading to a poor user experience. By hardcoding the path to the version installed by Homebrew we can at least have a works out of the box situation as long as the dependencies have been met.

In saying all that, if you really want to rely on the environment or use a different path for your specific setup you can change them yourself. To do this you need to run install_name_tool -change <original path> <new path> <lib.dylib path>. For example here are the paths that my fork is set to by default

/usr/local/microsoft/powershell/7/libmi.dylib:
        /opt/omi/lib/libmi.dylib (compatibility version 0.0.0, current version 0.0.0)
        /usr/lib/libSystem.B.dylib (compatibility version 1.0.0, current version 1281.100.1)
        /usr/lib/libpam.2.dylib (compatibility version 3.0.0, current version 3.0.0)
        /usr/local/opt/openssl@1.1/lib/libssl.1.1.dylib (compatibility version 1.1.0, current version 1.1.0)
        /usr/local/opt/openssl@1.1/lib/libcrypto.1.1.dylib (compatibility version 1.1.0, current version 1.1.0)
        /usr/lib/libz.1.dylib (compatibility version 1.0.0, current version 1.2.11)

If I wanted to change the libssl and libcrypto library to scan from rpath I would run

install_name_tool -change \
    /usr/local/opt/openssl@1.1/lib/libssl.1.1.dylib \
    @rpath/libssl.1.1.dylib \
    /usr/local/microsoft/powershell/7/libmi.dylib

install_name_tool -change \
    /usr/local/opt/openssl@1.1/lib/libcrypto.1.1.dylib \
    @rpath/libcrypto.1.1.dylib \
    /usr/local/microsoft/powershell/7/libmi.dylib

You would need to run this as sudo and I highly recommend you make a backup of the libraries before you change them in case something breaks. You also want to make sure that the library you are linking to is actually compatible. You won't be able to use install_name_tool to change the libssl.1.0.dylib to use libssl.1.1.dylib as they are not API and ABI compatible.

I've been meaning to look into linking against the builtin LibreSSL libs that macOS ships with but I would be concerned it will start to lag behind just like the shipped OpenSSL version that Apple had before they swapped to LibreSSL. For now relying on a newer version from homebrew gives us a new library that continues to be updated by homebrew which follows what other Linux distributions offer.

@iSazonov
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Why Microsoft can't do this is beyond me.

This is an obsessive situation for the past few years, but this is a fact, possibly the result of internal political wars. :-)

It seems MSFT PowerShell team has decided to convert Remoting to a subsystem, which will open up the possibility of creating alternative Remoting implementations. If this happens, perhaps we will have time in next milestone to get a new implementation based on .Net WebSockets (?) that will work on all platforms without external dependencies.

@BichengWang
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Same issue.

@suoko
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suoko commented Feb 3, 2021

So in the end, it's not possible to connect to exchange online via linux powershell if MFA is enable yet, right ?

@kai-h
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kai-h commented Feb 3, 2021

As far as I know, no - not on a non-Windows platform.

@jborean93
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jborean93 commented Feb 3, 2021

With the one provided with PowerShell there's a good chance it won't work but it really depends on the distribution, i.e. macOS is very likely not to work. With my forked version you definitely can. It's one of the integration scenarios I test out when creating a new release https://github.com/jborean93/omi/blob/67fb46865b76ecd5d89a990fdedeb32cd219143f/libmi.tests.ps1#L470-L518.

GitHub
Open Management Infrastructure. Contribute to jborean93/omi development by creating an account on GitHub.

@suoko
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suoko commented Feb 8, 2021

@jborean93
So you think this script can be tweaked to connect via lin ?
https://o365reports.com/2019/10/05/connect-all-office-365-services-powershell/

Office 365 Reports
We have created “All-in-One” PowerShell script that connects all Office 365 services using PowerShell with MFA/non-MFA account.

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