Category Archives: Microsoft

Messaging and Collaboration, Sharepoint.. etc

Testing Office 365 SMTP relay

In order to test Office 365 SMTP relay you will have to create a user with an Exchange online license. After the email is activated for this user you can test this user for relay with the following powershell.

First connect to Microsoft Online service with this user that you’ll be using for relaying.

$msolcred = Get-Credential

Next edit the following powershell with the user’s e-mail and the recipient’s too

Send-MailMessage -From Office365User@Domain.com -To info@moh10ly.com -Subject “Test Email” -Body “Test SMTP Relay Service” -SmtpServer smtp.office365.com -Credential $msolcred -UseSsl -Port 587

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https://technet.microsoft.com/en-us/library/dn554323(v=exchg.150).aspx

This test is known as Client SMTP submission you can also use a different method for multiple devices where you can configure them all to point to a single server (IIS) in a method known as IIS for relay with Office 365 however, all the methods what involve office 365 (Only) for relay will require a user with Exchange online license assigned to it.

https://technet.microsoft.com/en-us/library/dn592151%28v=exchg.150%29.aspx

Note:

The use of this command is not recommended for security reasons in particular for not supporting the modern protocols. use it on your own risk and make sure the user assigned to this service has no privilege’s or not any Office 365 feature admin or power user.

Securing and Testing your Exchange Server with Pfsense HAProxy

– Using the CVE-2021-26855 Payload

After the recent vulnerabilities that hit Exchange Servers On-premises I found sometime to install KaliLinux and try to check what kind of information would I get from the patched servers.

I downloaded the payloads and tried to run it against couple of clients that I have patched the servers for luckily no authentication was made.

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– Using Nikto scanner

By using Nikto command from Kali Linux I could see what  Information could Exchange expose using

The command line is nikto –h mail.domain.com and the result of the scan would be exposing the Server’s name, local IP address, OWA Version,  ASP Net platform and version.

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Since I have my Exchange Server published via HAProxy 1.8 on Pfsense then I had to tweak HAProxy to strengthen the ciphers, make sure that HSTS is in place and deny the headers that expose the server’s sensitive information.

The result is pretty good as it also has affected the server’s score on ssllabs.com

Prior to the tweaking  my owa scan result on SSL Labs would get an A

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– Pfsense’s HAProxy Settings before

Before upgrading Pfsense to the latest version HAProxy was on 1.6 and the ssl/tls settings were also different as they were setup through the Advanced SSL options on the frontend however, now this is no longer supported and you’ll have to remove that and set it up on the “Global Advanced pass thru” in the General setting page.

ssl-default-bind-options ssl-min-ver TLSv1.2

tune.ssl.default-dh-param 2048

ssl-default-bind-ciphers ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:DHE-RSA-AES128-GCM-SHA256:DHE-DSS-AES128-GCM-SHA256:kEDH+AESGCM:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-DSS-AES128-SHA256:DHE-RSA-AES256-SHA256:DHE-DSS-AES256-SHA:DHE-RSA-AES256-SHA:!aNULL:!eNULL:!EXPORT:!DES:!RC4:!3DES:!MD5:!PSK

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Right after you save this, you will still need to change another settings on the Frontend to protect your server’s information from being exposed.

In the HAProxy settings Go to Frontend > Scroll down all the way to “Advanced pass thru” and paste the following:

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# Remove headers that expose security-sensitive information.

rspadd X-Frame-Options:\ SAMEORIGIN
rspidel X-FeServer:.*$
rspidel ^Server:.*$
rspidel ^X-Powered-By:.*$
rspidel ^X-AspNet-Version:.*$
rspidel X-WsSecurity-Enabled:.*$
rspidel X-WsSecurity-For:.*$
rspidel X-OAuth-Enabled:.*$
rspadd X-Xss-Protection:\ 1;\ mode=block
rspadd Strict-Transport-Security:\ max-age=31536000;includeSubDomains;preload
rspadd Referrer-Policy:\ no-referrer-when-downgrade
rspidel Request-Id:.*$
rspidel X-RequestId:.*$
rspadd X-Content-Type-Options:\ nosniff


In the below result, I have got almost everything protected well except for the OWA version which can be a bit problematic. In the next article I am going to try and mitigate this so the server can be protected in the expected manner.

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– The Result

Now the server is showing a totally different result and the Nikto scan is not revealing anything anymore.

SSLabs

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https://securityheaders.com/

The reason why I got B on security headers is due to the fact that Content-Security-Policy header will malfunction the ECP and OWA Login pages. Permission Policy is new feature and I couldn’t find anything about it on HAProxy.

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I hope this helps

Refences:

https://securityheaders.com/

https://www.ssllabs.com/

https://www.haproxy.com/documentation/aloha/12-0/traffic-management/lb-layer7/http-rewrite/

https://www.net7.be/blog/article/xss_csrf_http_security.html

Exchange Server backdoor investigation tools

The Story

After the disastrous exploit that was found in Microsoft Exchange Servers lots of corporations started immediately patching their servers with the latest Cumulative update and Security patches. The question is would those patches be enough if the server is already hacked or have a backdoor installed already?

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What are those 0-day exploits ?

The vulnerabilities recently being exploited were CVE-2021-26855, CVE-2021-26857, CVE-2021-26858, and CVE-2021-27065 which are part of alleged “State-sponsored Chinese group” according to Microsoft.

Let’s get into details of those exploits one by one:

CVE-2021-26855 is a server-side request forgery (SSRF) vulnerability in Exchange which allowed the attacker to send arbitrary HTTP requests and authenticate as the Exchange server.

CVE-2021-26857 is an insecure deserialization vulnerability in the Unified Messaging service. Insecure deserialization is where untrusted user-controllable data is deserialized by a program. Exploiting this vulnerability gave HAFNIUM the ability to run code as SYSTEM on the Exchange server. This requires administrator permission or another vulnerability to exploit.

CVE-2021-26858 is a post-authentication arbitrary file write vulnerability in Exchange. If HAFNIUM could authenticate with the Exchange server then they could use this vulnerability to write a file to any path on the server. They could authenticate by exploiting the CVE-2021-26855 SSRF vulnerability or by compromising a legitimate admin’s credentials.

CVE-2021-27065 is a post-authentication arbitrary file write vulnerability in Exchange. If HAFNIUM could authenticate with the Exchange server then they could use this vulnerability to write a file to any path on the server. They could authenticate by exploiting the CVE-2021-26855 SSRF vulnerability or by compromising a legitimate admin’s credentials.

How to proceed ?

Microsoft released couple of tools that could diagnose your servers and check if you already have been infected with a backdoor or any of these nasty malware and also remove those infected files or clean them and ask you for a restart if it’s required.

Tools:

  1. MSERT (Microsoft Safety Scanner) detects web shells, Download here .
  2. Health Checker (Scans your server for any vulnerabilities and whether you have updated Server CU and installed patches). Download here
  3. Exchange WebShell Detection (A simple PowerShell that is fast and checks if your IIS or Exchange directory has been exploited). Download here
  4. Scan your exchange server for proxy logon:
    https://github.com/microsoft/CSS-Exchange/tree/main/Security
  5. Microsoft very recently created a mitigation tool for Exchange on-premises that would rewrite url for the infected servers and recover the files that were changed. You can download the tools from this github link.

    https://github.com/microsoft/CSS-Exchange/tree/main/Security

    Copy the Test-ProxyLogon code into Notepad
    Save As “Test-ProxyLogon.ps1” with the quotes in your C:\Temp folder
    Run in Exchange Management Shell: .\Test-ProxyLogon.ps1 -OutPath C:\Temp

Scan Result

Scan result should show you the following if your servers has been exploited already.

This will remove the infections and asks for a restart.

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References:

https://www.microsoft.com/security/blog/2021/03/02/hafnium-targeting-exchange-servers/

https://www.bleepingcomputer.com/news/security/microsoft-exchange-updates-can-install-without-fixing-vulnerabilities/

https://github.com/dpaulson45/HealthChecker?mkt_tok=eyJpIjoiTURRMk5HRTFaV1V6TkRrMCIsInQiOiJcL3ZOTkRUVzdXdkJmTm5ibUIzTExKTDVxXC9ObFAxTmZLanFRZ0xpcDkxMW5raVE0dlRwV2FhVFFmWlVUVFZaZUdFM1NlcEFNTEZ6dTh5aWlqcVBpV3J2R2IxbGJxMmNUZ1ppYjJyZklnMjZFZngrM2tBUnNsM1JKcHJsSU1ib3BTIn0%3D#download

Secure Your DNS Traffic with the outside world

DoH in Microsoft Windows OS

Until this moment Microsoft Windows OS doesn’t support DNS over HTTPS, The feature will most likely be implemented in future builds but no body knows when is that however, You can still take a peak into the feature which is in preview mode/

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Benefit of using DoH on an OS level

The benefit of using DoH on an Operating System level would provide more certainty that your DNS queries leave your computer without being read by any other party even if that is your ISP.

A simple DNS nslookup query using Wireshark on your computer would show you how serious this topic is. After installing Wireshark you’ll be able to see that all of your dns queries are in clear text and can be read by anyone until it gets to the destination website/server.

Demonstration of DNS lookup without DoH

After installing Wireshark, I fire up Powershell or CMD and try to nslookup google.com and it’ll show what I just queried for.

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So how to make sure that your DNS queries don’t leave your computer in clear text format? and since Microsoft OS is not DoH ready yet what can you do?

In my case, I am already using encrypted DNS on firewall level as I have Pfsense acting as a router and it already supports DoH but still not pretty satisfied :).

DNSCrypt as a solution

Since the foundation of DoH I have been looking for a solution that would work on Microsoft Windows OS and luckily someone already created this great project called Simple DNSCrypt which not just enables the encryption of DNS queries on your OS but also enables this to work as a service.

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Installing DNSCrypt would create a Windows based Service which would start automatically when your OS boots and logs into Windows.

The service is called DNSCrypt Client Proxy

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DNSCrypt has a simple interface, You can pick up the DNS Server where to forward queries to and it works with proof.

Right after the installation of this tiny app, launch it as an administrator and configure it as in the below screenshot. You can choose to install the service or not.

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Right after you enable it (By clicking on your Network Card box) that will start protecting your DNS queries. Let’s go ahead with a little demo

I am going to start Wireshark after enabling DnsCrypt and do a google dns lookup , As you can see below on wireshark it’s not returning any dns queries.

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When you install Simple DNSCrypt it changes your Preferred DNS configuration to localhost so that all queries is passed through the app in DNS over HTTPS which doesn’t allow even Wireshark to see it as DNS.

So that makes it pretty secure and not even your firewall will see it.

If you have any question please don’t hesitate to ask me

Official DNScrypt website https://simplednscrypt.org/

Support the project founder https://github.com/bitbeans/SimpleDnsCrypt

3- Migrate Users from Skype for Business 2015 to Teams

Hybrid Integration

In my last post about Skype for Business / Office 365 Skype for Business Online/Teams migration article I discussed the steps of how to create a hybrid environment between Skype for Business on-premises and went through the troubleshooting of each issue I have been through. In this article I am going to discuss the migration of users from on-premises to the cloud through UI and PowerShell.

Migrating users

This article will assume that you are planning to migrate users from Skype for Business Frontend 2015 Server and that you already have a hybrid configuration in place. If so then you’re going to fulfill the following prerequisites:

To check the currently installed PowerShell run the following cmdlet

$PSVersionTable

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After you Download and install PowerShell 5.1 you might need to restart the server. In which case the PowerShell will show that it is updated to the required version.

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After Installing the Skype Online Connector Module, We will be able to connect right after launching PowerShell

To do so type:

Import-Module SkypeOnlineConnector

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Connecting to Office 365 (Teams Online or Skype for Business Online)

The process of connecting to Office 365 Online PowerShell sounds easy but with MFA enforced in your environment you’ll have a nightmare mix of errors when you try so.

I have came through a lot of errors trying to force the use of PowerShell with MFA user authentication but eventually came to realize that Microsoft still does not support MFA for some cmdlets like Move-CsUser for instance.

So In short, to connect you’ll need to have a global or Teams admin user with MFA disabled to do so.

To create a new Skype Online Session enter:

– Make sure you start the regular PowerShell as admin and not Skype for Business Management Shell.

If you run these commands from SfB Management Shell you’ll get an error

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So first, We will import the Skype Online connector Module

Import-Module SkypeOnlineConnector

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Then get the OverRidePowershell URI using the command:

Get-CsOnlinePowerShellEndPoint

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Next, We will connect and authenticate to our tenant using the following cmdlet

$sfbsess = New-CsOnlineSession -Username User@domain.onmicrosoft.com -OverRidePowerShellUri https://admin4a.online.lync.com/OcsPowershellOAuth –Verbose

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Moving Users to Teams

To Move users to Office 365, You need to first provide credentials of the User with MFA disabled and then use the command Move-CsUser

An Example:

$Creds = Get-Credential

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Moving User

Move-CsUser –Identity user@domain.com –target “sipfed.online.lync.com” –hostedMigrationOverRideUri https://admin4a.online.lync.com/HostedMigration/hostedmigrationservice.svc –ProxyPool “YourFEPool.Domain.local” –Credential $Creds

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Let’s check the status of the migrated user, The hosting provider attribute is what we care about as it tells us where the user is homed at.

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Checking the user from Teams Portal

Users seems to be licensed, online and can now login using the Microsoft Teams app.

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Bulk Enable Users and assign Tel URI numbers to them

In case you have a big number of users that you want to enable them online

# Please provide your O365 admin credential

$creds = Get-Credential

-PSSession (New-CsOnlineSession $cred) -AllowClobber

$csv = Import-csv “C:\Users\Mohammed\users.csv”

ForEach ($user in $csv) {

Write-host now enabling $user.alias

Move-CsUser –Identity $user.alias –target “sipfed.online.lync.com” –hostedMigrationOverRideUri https://admin4a.online.lync.com/HostedMigration/hostedmigrationservice.svc –ProxyPool “YourFEPool.Domain.local” –Credential $creds

}

The CSV File will look like this

Alias

user@domain.com

user2@domain.com

Errors you might face

Error 1:

When you have your on-premises user enabled for dialin you will probably get the following error if you try to migrate them to Skype for Business online or teams.

Move-Csuser :: HostedMisrat ion fault: Error=(511), Description=(The user could not be moved because he or she is enabled for dial-in conferencing on-premises, but has not been an assigned an Audio Conferencing license in Office 365. Users must be licensed before they can be moved to Teams or Skype for Business Online.)

If you are sure do want to use migrate this user without an Audio Conferencing license, specify the

“BypassAudioConferencingCheck” switch. ) At line: 1 char: 1

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The Solution is to either provide an audio conferencing license  or as it is showing in the error itself as it says use the switch -BypassAudioConferencingCheck to ignore that.

Error 2:

When trying to import the session, I got the following error

the runspace state is not valid for this operation for PowerShell Online.

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Solution: To overcome this problem you’ll need to use the overridePowershellUri Parameter in the New-CsOnlineSession in order to connect to Skype online powershell.

To get your tenant’s PowerShell URI use the cmdlet Get-CsOnlinePowerShellEndPoint

What you need to use is the AbsoluteUri

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Error 3:

When you try to import the SkypeOnlineConnector module and then run the New-CsOnlineSession cmdlet from Skype for Business Management Shell you’ll get the following error after authenticating.

Sign in

Sorry, but we’re having trouble signing you in.

AADSTS50011: The reply URL specified in the request does not match the reply URLs configured for the application: ‘7716031e-6f8b-45a4-b82b-922b1af0fbb4’. More details: Reply address did not match because of case sensitivity.

Troubleshooting details

If you contact your administrator, send this info to them.
Copy info to clipboard  
  
Request Id:  f0f97265-4669-4e4f-bcf7-609469e92f00
 
Correlation Id:  829c8a2b-f697-416f-bfa6-4a794a229a13

Timestamp:  2021-01-10T23:00:10Z
 
Message:  AADSTS50011: The reply URL specified in the request does not match the reply URLs configured for the application: ‘7716031e-6f8b-45a4-b82b-922b1af0fbb4’. More details: Reply address did not match because of case sensitivity.
     

Advanced diagnostics: Disable
  
If you plan on getting support for an issue, turn this on and try to reproduce the error. This will collect additional information that will help troubleshoot the issue.

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Solution:

Run the cmdlets from Windows PowerShell as admin not Skype for Business Management shell.

References:

https://docs.microsoft.com/en-us/microsoftteams/upgrade-to-teams-on-prem-overview

https://social.technet.microsoft.com/wiki/contents/articles/34339.skype-for-business-online-enable-your-tenant-for-modern-authentication.aspx

https://docs.microsoft.com/en-us/skypeforbusiness/hybrid/move-users-from-on-premises-to-skype-for-business-online

https://docs.microsoft.com/en-us/microsoftteams/teams-powershell-install

https://docs.microsoft.com/en-us/skypeforbusiness/troubleshoot/hybrid-move-sfb-online/move-csuser-hostedmigration-fault-507

Resizing Plesk Linux (Ubuntu) server on Hyper-V with dynamic expansion

Change Production Environment VM (Plesk):

Having to change a production Environment Virtual Machine while hosting multiple website could be a nightmare especially when you have no space left and websites are on the edge of error.

I got a complaint from one of the webmasters of the websites that her password was not working so I went and changed it from Plesk however, it didn’t actually work.

When connected to the server I realized that there was no space left on the server

Ubuntu 18.04 is the server edition.

On my Hyper-V Host I went and checked if I can resize the VM while it’s on but unfortunately since the machine has Checkpoints. After switching off the machine and removing the Checkpoints I was able to resize the disk to 700GB and start it again.

In this article I will take you through the process or resizing the Linux Machine starting from Hyper-V all the way until your Plesk Server is able to provision this disk space.

Resize Linux / Ubuntu on Hyper-V

To Resize Ubuntu/Linux Server on HyperV

Edit Machine On Hyper-V, If the edit button is greyed out then you’ll need to switch off the VM to be able to expand the physical disk.

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After expanding the disk (in my case I expand it to 712GB) since the current disk is 100% full already

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Scan Physical Disk Space

After expansion on Hyper-V is successful, I will switch on the VM, then will need to rescan the already connected disk, first identify which disk you want to rescan. (in my case it is sda3)

ls /sys/class/scsi_disk/

In my example, I see a symlink named 2:0:0:0, so we rescan this scsi-disk.

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echo ‘1’ > /sys/class/scsi_disk/2\:0\:0\:0/device/rescan

When trying to scan as a normal user or a superuser in normal mode, I get permission denied issue so I will go ahead and turn to Root mode

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Scanning is finished

Change Volume Disk

Follow the instructions below in order to expand the machine’s disk and introduce the changes to Plesk.

Run Parted as a super user (Root or sudo su superuser)

Press P to list partitions and then choose the partition you want to expand.

In my case it’s going to be Partition 3

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In order to resize the partition 3 I will type

Resizepart 3

And next to that you’ll have to put the value that you need to expand the disk (In my case I will type -0)

-0 value will give it provision the entire disk space from Hyper-V

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After doing so, the new value of partition 3 will be updated

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Quit

Resize Logical Volume

The file system meta information needs to indicate the size of disk, and resize2fs updates this. Thus, after expanding, run resize2fs /dev/sda3.

If resize2fs didn’t work for any reason try pvresize in Root Mode

pvresize /dev/sda3

To write changes to the Logical Volume run the following command

lvextend -l +100%FREE /dev/mapper/ubuntu–vg-ubuntu–lv

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It’s recommended to do this in read mode, so I will quit the root and get back to my normal user

Let’s see the Volume Group using VGS command, as you can see it looks like the Volume group has already updated the size.

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Now we need to check the Physical Volume. sda3 was upgraded from 268GB to 711 GB

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Next we’ll need to check the Logical Volume and see if it is updated

To do this, type sudo lvdisplay

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Let’s check if there’s any update on the Logical Volumes by using

sudo df –H

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The disk I need to increase is /dev/mapper/ubuntu—vg-ubuntu—lv

Last step:

Extending Logical Volume

To do this I will type the command

Sudo resize2fs /dev/mapper/ubuntu—vg-ubuntu—lv

This should take care of the disk expansion

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Once this command is successful, It should reflect on the disk size via command df -H

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Hope this help someone, If for some reason your Plesk stopped working after this please try to move the tc.log file to another location and then restart mysql/mariadb

sudo mv /var/lib/mysql/tc.log /root/

sudo service mariadb start

Exchange 2016: Find remaining Folders of delete or non existing databases

Exchange Corner

Story

Let’s assume that you work for a company that has Exchange 2016 and has big amount of databases (50-100 DB).

You constantly delete databases to clear white space or for whatever reason but don’t usually keep on deleting folders or lost track of which database is deleted in your DB Folder.

Real Life Scenario

In the following PowerShell script I am going to demonstrate how to check which of the folders in my D drive (Database drive) has an existing Database and which do not have.

Databases Folder path

OutPut:

Script

The below script gets all folders in the drive path D:\Databases to check if they exist or not.


# Get deleted database that still has remaining non deleted folders
Add-PSSnapin Microsoft.Exchange.Management.PowerShell.SnapIn
$databases = Get-ChildItem D:\Databases\*  -Directory | select Name

foreach ($database in $databases)
{
        $DB = $database.Name
        if ((Get-MailboxDatabase -Identity $db -ErrorAction Ignore ))
            {
            write-host "Database $($db) exists on Exchange Server" -ForegroundColor Green
            }
                else
                {
                Write-Host "Database $($db) doesn't exist on Exchange Server " -ForegroundColor Red
                }
}

I did not add the part to delete the folder through the script as it is still a risky thing to automate and would rather do the deletion manually after double confirming it’s totally gone.

For more about Exchange Server related articles please visit Exchange section here

Hope this helps.

Changing RDWeb default Port on Windows Server 2019

Story:

When you install RDS on a server which already uses the port 443, you will get the following error when you try to access RDWeb main page.

Reason for this is the server you installed RDWeb on is most likely already using the port 443 or something else.

Error Message:

When trying to access RDWeb on the same server you’ll get the following error:

Service Unavailable

Http Error 503. The Service is unavailable

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Troubleshooting

To Troubleshoot, Let’s see what is using the port 443.

Run CMD or PowerShell as an Administrator and type the following command

Netstat -anbo | findstr 443

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Changing Port to 1443 or 8443

Let’s try changing the Port using the RD Gateway Manager

From the Gateway Manager click on the Properties on the right pane > Go to Transport Settings Tab and change the HTTPS port to 1443 or 8443

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Changing Ports using Registry

Navigate to and make sure you first take a backup (Export the key)

[HKLM\SOFTWARE\Microsoft\Windows NT\CurrentVersion\TerminalServerGateway\Config\Core]

Change the following registry value

IsUdpEnabled REG_DWORD 0

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Backup and change the following port value to the intended one

[HKLM\SOFTWARE\Microsoft\Windows NT\CurrentVersion\TerminalServerGateway\Config\Core]

HttpsPort REG_DWORD (8443)

Change the base to Decimal to type the write port number.

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Restart Service

From PowerShell restart the service

net stop tsgateway
net start tsgateway

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Let’s see the listening port 8443

From PowerShell type

Netstat -anbo | findstr 8443

Netstat -anbo | findstr 8443

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Let’s go to the main page and see if it works..

Voila! Finally it worked

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Brightmail does not deliver email to Distribution group members

The Story

Note: This article assumes you have Brightmail Gateway

When you try to send an email to a particular Exchange Distribution group Group@domain.com the result is either users don’t exist or you might get the following error if you test with Microsoft Test connectivity online tool.

Error:

The server returned status code 554 – Transaction failed. The server response was: 5.7.1 Delivery not authorized

Other related errors

‘554 5.7.1: You are not allowed to connect’

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Cause:

Because the group has been cached in the Symantec gateway with its old members, The result could be an error that users don’t exist or delivery is not authorized.

Solution:

To solve this problem, You need to go to Brightmail gateway Administration > Directory Integration and click on your AD Directory > Advanced and hit on Clear Cache.

This would cleared the cached group and take the most recently updated group and its members.

This should resolve the problem.

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How to clear the DDS cache in Messaging Gateway

https://knowledge.broadcom.com/external/article?legacyId=tech132131

Skype for Business IM integration with Exchange 2016 OWA–Part 2

This article is a completion of Part 1, Click here to go to Part 1

Configuration Steps – Part 2

7. On Exchange: Enable OWA VD Instant Messaging
8. On Exchange: Enable Messaging on OWA Policy
9. On Exchange: Create Enterprise Application for Skype Pool.
10. On Exchange: Create new SettingOverride for Skype for Business.
11- Generate a new Certificate for Exchange IM
12. Assign the newly imported certificate to IIS Exchange Back End site
13. On Exchange: Restart the WebAppPool
14. Log out and sign back in to OWA to Check
15. Troubleshooting methods

    7- On Exchange Server: Enable OWA VD Instant Messaging

    Part of enabling IM integration between Exchange and SfB is to enable OWA Virtual Directory to allow this. The below cmdlet does the job for you on all your Exchange Servers

    From Exchange, Launch Exchange Management and run the following cmdlet

    Get-OwaVirtualDirectory | Set-OwaVirtualDirectory -InstantMessagingEnabled $true -InstantMessagingType Ocs

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    8- On Exchange: Enable Messaging on OWA Policy

    Run the following to enable Messaging for Owa Policy

    Get-OwaMailboxPolicy | Set-OwaMailboxPolicy -InstantMessagingEnabled $true -InstantMessagingType Ocs

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    9- On Exchange: Create Enterprise Application for Skype Pool.

      From Exchange Management shell Run the following cmdlet

      Cd $exscripts

      .\Configure-EnterprisePartnerApplication.ps1 -AuthMetadataUrl “https://sbg-pool01.domain.com/metadata/json/1” -ApplicationType Lync

      The AuthMetadataUrl is going to be your local Skype for Business Pool URL. This URL should work in your Exchange server without any Certificate error. Meaning that the certificate assigned to your Skype for Business pool should already be imported to Exchange Servers to trust this URL.

      image_thumb[14]

        If your previous configuration is correct then you should see the “The Configuration has Succeeded” Message.

          10- On Exchange: Create new SettingOverride for Skype for Business.

          Notes:

          • To configure the same settings on all Exchange 2016 and Exchange 2019 servers in the Active Directory forest, don’t use the Server parameter.

          New-SettingOverride -Name “<UniqueOverrideName>” -Component OwaServer -Section IMSettings -Parameters @(“IMServerName=<Skype server/pool  name>”,”IMCertificateThumbprint=<Certificate Thumbprint>”) -Reason “<DescriptiveReason>” [-Server <ServerName>]

          The Thumbprint you use here will define if whether IM will work or not as this what secures the communication between Exchange and Skype. If you use the wrong certificate your Integration will fail and users wont be able to login to IM through OWA.

          11- Generate a new Certificate for Exchange IM

          IMPORTANT NOTE:

          In order for IM in OWA to work the certificate you will generate must have its common name set as mail.domain.com to match the configuration.

          Using Digicert tool on Exchange Server I will generate the CSR of the new certificate

          Click on Create CSR

          image_thumb[15]

          Choose SSL certificate type and make sure you choose Mail.domain.com as CN

          In the SANs type all of the involved servers (Skype for Business Frontends, Mailbox servers in FQDN and in Hostnames as in the screenshot below). and click on Generate

          image_thumb[16]

          • Go to your CA Server’s CertSRV URL and copy the CSR code there to generate the new certificate.
          • Import the new certificate to the current server, then export it in PFX format and import it to all the Exchange Servers you’re planning to use.

          image_thumb[18]

          • After importing the certificate I will verify that I can see the private key

          image_thumb[19]

          Click on the Details and copy the Thumbprint or from MMC right click the certificate > Properties give it a friendly name e.g. (IM) and then from Exchange Management shell you can copy the Thumbprint directly.

          Get-ExchangeCertificate | select thumbprint,friendlyName

          image_thumb[20]

          Now use the previous script to create the setting Override for OwaServer.

          Things you can change are in bold “Name, IM Servername Value, and the Thumbprint value”.

          New-SettingOverride -Name “IM Override” -Component OwaServer -Section IMSettings -Parameters @(“IMServerName=SBG-Pool01.domain.com“,”IMCertificateThumbprint= 28E4B1BA0F2FCB1535AF199F02A64EFC78367F2D“) -Reason “Configure IM”

          image_thumb[21]

          If you enter the server parameter to use a single server you can change that by using. Note that you must not use FQDN but rather only the server’s hostname.

          Get-SettingOverride | Set-SettingOverride -Server sbg-mx01,sbg-mx02

          image_thumb[22]

          This should generate an event ID 112 on Exchange servers involved in the deployment.

          clip_image001[9]_thumb

            12. Assign the newly imported certificate to IIS Exchange Back End site

            Once the certificate is in the server store, You will be able to easily find in from IIS and bind it to the Exchange Back End site.

            This is the most crucial step to get IM to work in OWA. Don’t worry about breaking up Exchange Sites or Powershell. If you have added Exchange Servers Hostnames and FQDNs in this certificate then you should be good.

            • Now Launch IIS
            • Click on Exchange Back End
            • Select Binding
            • Click on the 444 port and edit
            • Select the newly generated certificate that has the mail.domain.com as CN. (This certificate must also have all Exchange Servers hostnames and FQDNs set as SANs)

            image_thumb[23]

            image_thumb[24]

            Make sure you change the backend cert to the new on all the involved Exchange Servers.

            13. On Exchange: Restart the WebAppPool

            Restart-WebAppPool MSExchangeOWAAppPool

            image_thumb[25]

              14. Log out and sign back in to OWA to Check

              Log out of OWA and back in and check if you are able to Login to IM . It should normally sign you in automatically but in case of an error then you should see it.

              image_thumb[29]

              In case of an error you should see the following.

              image_thumb[27]

              If it works then you should see the presence

              image_thumb[28]

              15. Troubleshooting Methods

              If you follow the above steps correctly then it should work especially when applying the right certificate for your Exchange Back End IIS part however if you face an error then you should do the following steps to troubleshoot the error

              • Set the Eventlog for Instant Messaging on Exchange from Low to High

              Set-EventLogLevel -Identity “sbg-mx01\MSExchange OWA\InstantMessage” -Level High

              image_thumb[30]

              • Look in the following path for errors

              C:\Program Files\Microsoft\Exchange Server\V15\Logging\OWA\InstantMessaging

              • Check the Healthset of the OWA Instant Messaging.

              Get-ServerHealth -HealthSet OWA.Protocol.Dep -Server sbg-mx01 | Format-Table Name, AlertValue –Auto

              image_thumb[31]

              Get-MonitoringItemIdentity -Server sbg-mx01 -Identity OWA.Protocol.Dep | Format-Table Identity,ItemType,Name -Auto

                image_thumb[32]

                Ref

                https://docs.microsoft.com/en-us/exchange/plan-and-deploy/post-installation-tasks/configure-im-integration-with-owa?view=exchserver-2019

                https://docs.microsoft.com/en-us/exchange/high-availability/managed-availability/health-sets?view=exchserver-2019