You can use Remote Desktop Shadowing to remotely connect to user sessions on Windows computers. This feature is essentially an analog of Remote Assistance and allows administrators to remotely view and interact with the user’s desktop both on desktop versions (Windows 11 or 10) and on Windows Server RDS servers.

Enable Remote Desktop Shadow Connection Mode in Windows

You need to configure the Windows computers you want to connect to via the remote desktop shadow connection in a certain way.

1. Enable Remote Desktop (RDP) on user computers (manually or via GPO);
2. Your account must have local administrator permissions on the user’s computer (you can add the user to the ‘Administrators’ group manually or using Group Policies);
3. Configure the shadow connection mode. You can configure whether you need to request the user confirmation to connect and whether view or control is allowed in the shadow session. You can configure shadow connection mode through the GPO option Set rules for remote control of Remote Desktop Services user sessions (Computer Configuration -> Administrative Templates -> Windows components -> Remote Desktop Services -> Remote Session Host -> Connections). The following 5 modes are available:0 – disable shadow remote control;
   1 — full control with user’s permission;
   2 — full control without user’s permission;
   3 — view session with user’s permission;
   4 — view session without user’s permission
4. You can enable the desired shadow connection mode directly through the registry. Edit the registry manually or with the reg add command. In this example, we set mode 4, which allows the remote session to be viewed without the user’s permission: reg add "HKEY_LOCAL_MACHINE\SOFTWARE\Policies\Microsoft\Windows NT\Terminal Services" /v Shadow /t REG_DWORD /d 4
   By default, this registry parameter is not set and the shadow connection is performed in full control mode with user confirmation.
5. Configure Windows Defender Firewall rules to allow incoming remote shadow connections. The following ports are used for session shadowing traffic in Windows, instead of the standard 3389/RDP port: 139/TCP, 445/TCP, and a range of dynamic RPC ports (from 49152 to 65535). To allow incoming shadow connection traffic, you must enable two pre-defined firewall rules in Windows: File and Printer Sharing (SMB-In) and Remote Desktop - Shadow (TCP-In). The last rule allows remote access to the RdpSa.exe process. You can enable Windows Defender rules on user computers through a GPO or by using the Enable-NetFirewallRule PowerShell cmdlet.

Remotely Connect to a User Session via Remote Desktop Shadowing

Let’s look at how to remotely connect to another user’s desktop session on a remote Windows computer using the Remote Desktop shadow connection. In this example, I will connect from my Windows 11 computer to the user’s session on the user’s Windows 10 workstation.

The built-in Remote Desktop Connection tool (mstsc.exe) is used to shadow connect to the user’s session. The command format is:

Mstsc.exe /shadow:<Session ID> /v:<Computer name or IP address>

You can also use one of the following mstsc options:

• /prompt – request a user credential to connect (if not specified, you will be connected with the current user credentials);
• /control – the mode that allows interacting with the user session. If the parameter is not set, you will be connected to a user session in a view mode, i. e. you won’t be able to control a user’s mouse or enter data from the keyboard;
• /noConsentPrompt – don’t prompt the user for confirmation to connect to a desktop session.

Now you need to find out the username and his session ID on the remote computer (if the user works directly at the computer console, then his session ID will always be 1).

Let’s display a list of user sessions on a remote computer (it can be a desktop computer running Windows 11/10 or Windows Server with the Remote Desktop Services Host role).

Let’s remotely request the list of sessions on Windows 10 workstation using this command:

qwinsta /server:PC_Name01

In this example, you can see that there is only one user logged into the computer, who works directly at the computer console (SESSIONNAME=console) with session ID=1.

Let’s try remotely connecting to this user’s desktop via a shadow connection. Run the command:

Mstsc /shadow:1 /v:PC_Name01

The Windows user will be prompted to confirm that an administrator is connecting to their session:

Remote connection request
PC\admin is requesting to view your session remotely. Do you accept the request?

The version of Windows running on this server does not support user shadowing.

If the user accepts the connection, you’ll connect to his console session and see the user’s desktop. You will see all user actions, but won’t be able to control (interact) this session. If you want to control his session, use the /control option in the mstsc command. In this case, the caption in the window title will change from Viewing username (sessionID 1) on computername to Controlling…

If a user session is locked because the user is inactive or a UAC privilege escalation request appears when connecting without using the mstsc /control parameter, the shadow session window becomes black and a pause symbol appears on it.

The shadow session goes into a suspended state if the user has a UAC prompt on the Secure desktop. After the user confirms the UAC action, your shadow session will resume.

• Use the keyboard shortcut Ctrl + Alt + Break to resize the shadow connection window to fit the entire screen of your desktop;
• Press Alt+* on the computer (or Ctrl+* on the RDS server) to end the shadow session.

?You can notify a user that someone is remotely connecting to their session via an RDP shadow connection by using the following PowerShell script:
while($true){
if (Get-Process -Name "RdpSa" -ErrorAction SilentlyContinue){[console]::beep(1000,500);Write-Host "RdpSa is running at $(Get-Date)"}
Start-Sleep -Seconds 1
}
You can run this PowerShell script as a Windows service. In this example, we’re notifying the user with a simple beep. Also, you can show a pop-up notification on the desktop.

You can query a shadow connections history on a user computer from the Windows event logs. ll events of interest to you can be found in the Microsoft-Windows-TerminalServices-RemoteConnectionManager/Operational section of the Event Viewer.