Always On VPN Troubleshooting with Windows Packet Monitor PktMon.exe

When troubleshooting Always On VPN, taking a network packet capture or network trace is sometimes required to identify the root cause of a problem. After all, Packets Don’t Lie™. There are numerous ways to capture packets. Many administrators will install Wireshark for this purpose. However, Windows has a native packet capture tool called PktMon.exe that offers many advantages over Wireshark.

Wireshark

Many Always On VPN administrators will be familiar with Wireshark. Wireshark is a popular open-source network protocol analyzer that enables the capture and analysis of network traffic for troubleshooting. A packet capture driver must first be installed to capture network traffic with Wireshark. Typically, administrators will install Npcap, which is part of the default installation of Wireshark. Installing a capture driver poses a potential problem, as the administrator must install software on the target device before capturing traffic. Installing software may not always be feasible or possible. Fortunately, there’s an alternative.

PktMon.exe

The Windows Packet Monitor (PktMon.exe) is a built-in command-line tool first introduced in Windows 10 1809 and Windows Server 2019. It is designed to capture network traffic on Windows servers and client systems. This native lightweight tool is ideal for collecting network traces for offline analysis.

Capture All Interfaces

The most common scenario for PktMon.exe is to capture data for offline analysis. Use the following command to capture all network traffic on all active network interfaces.

PktMon.exe start –capture –file c:\capture.etl –pkt-size 0 –comp nics –flags 0x10

The command breaks down as follows:

–capture – captures network traffic

–file – the path of the file to save the data to

–pkt-size 0 – captures the full packet (not truncated)

–comp nics – captures traffic on all active network interfaces

–flags 0x10 – captures the raw packet

After reproducing the issue, you can stop the trace by running the following command.

PktMon.exe stop

Capture Specific Interface

Administrators may wish to capture traffic on a specific network interface instead of all active network interfaces. In this example, I have a multi-homed VPN server and want to capture traffic on only the DMZ interface. To do this, use PktMon.exe to enumerate all interfaces using the following command.

PktMon.exe list

Note: The output of PktMon.exe filter list does not include information that easily maps to existing network interfaces. I suggest also running the Get-NetAdapter PowerShell command to view detailed information about network interfaces. You can use this information to select the correct Network ID for PktMon.exe filtering.

Next, change the value of –comp nics in the command referenced above to –comp <Network ID>. Here’s an example.

PktMon.exe start –capture –file c:\capture.etl –pkt-size 0 –comp 62 –flags 0x10

Filtering

It’s also possible to use PktMon.exe to capture network traffic selectively. Filtering allows you to narrow the capture to relevant traffic, making analysis easier and faster. Add a filter, then start a trace to restrict data capture to traffic that matches the defined filters. You can add one or more filters to apply to the capture. Here are a few examples.

Protocols and Ports

Let’s say you are troubleshooting a device tunnel connection and want to see only IKEv2 traffic. The following filter will restrict the network capture to only the IKEv2-related protocols and ports.

PktMon.exe filter add IKEv2 -t UDP -p 500
PktMon.exe filter add IKEv2 -t UDP -p 4500

IP Address

The following filter will capture data that includes the specified IP address in the source or destination address field.

PktMon.exe filter add VPN1 -i 172.21.12.50

You can also specify IP address subnets using their CIDR notation.

PktMon.exe filter add Subnet1 -i 172.16.0.0/16

View and Clear Filters

You can view configured filters using the following command.

PktMon.exe filter list

You can remove configured filters using the following command. Use with caution, as this removes ALL filters!

PktMon.exe filter remove

Reference

You’ll find a complete list of PktMon.exe filters here.

Analysis

PktMon.exe outputs captured data in ETL format. Administrators can convert captured data to the standard PCAP format by running the following command.

PktMon.exe etl2pcap <path of trace file>

This command converts the file from ETL to PCAPNG format. Administrators can then open the capture in Wireshark for further detailed analysis.

Display Only

PktMon.exe can be configured to display network traffic in the console for quick troubleshooting. Console traffic display can be helpful for those scenarios where a quick check to validate traffic is reaching a particular destination is required. Here’s an example.

PktMon.exe start –capture –pkt-size 0 –comp nics –flags 0x10 -m real-time

Note: In the example above, I applied a traffic filter to limit the capture to only SSTP traffic (TCP 443).

Limitations

One crucial limitation of PktMon.exe is that it doesn’t support persistent network captures that survive a reboot. Persistent captures can be helpful when troubleshooting a device tunnel connection or slow logons. In this scenario, you must use netsh.exe.

netsh.exe trace start capture=yes tracefile=c:\tracefile.etl persistent=yes

<reboot>

netsh.exe trace stop

Although PktMon.exe supports the ‘etl2pcap’ switch, it does NOT work for converting .etl files generated with netsh.exe. To convert captures created with netsh.exe, use the open-source etl2pcapng tool.

Learn More

PktMon.exe has many different uses. This post barely scratches the surface of what PktMon.exe can do. PktMon.exe comes with robust help, accessible by adding the ‘help’ switch to commands. Here are some examples.

PktMon.exe start help
PktMon.exe filter add help

Be sure to view the online help to explore various options for capturing and logging to meet your specific needs.

Summary

PktMon.exe is a native command-line utility in Windows that provides a lightweight solution for capturing network traffic, making it particularly useful for Always On VPN troubleshooting. Key functionalities include full-packet captures, selective filtering by protocol, port, or IP address, and conversion of ETL files to PCAPNG format for analysis in tools like Wireshark. Real-time traffic displays are also supported for quick diagnostics. While effective for many scenarios, PktMon.exe lacks support for persistent captures across reboots, for which netsh.exe is recommended. The techniques outlined above offer administrators a practical, software-free approach to deep packet inspection for troubleshooting Always On VPN issues.

Have you used PktMon.exe for network troubleshooting? Feel free to share tips and tricks in the comments section below!

Additional Information

Getting Started with Windows Packet Monitor (PktMon.exe)

PktMon.exe Filter Reference

Open-source Etl2pcap for netsh.exe captures

Configure Entra Conditional Access for Always On VPN

Recently, I wrote about Microsoft Always On VPN and Entra Conditional Access and how conditional access improves your organization’s security posture by making policy-based access decisions based on various signals such as user identity, location, device compliance, platform, sign-in risk, and more. In this post, I’ll provide step-by-step instructions for integrating Entra Conditional Access with existing Always On VPN deployments.

Requirements

To use Microsoft Entra Conditional Access with Always On VPN you must have Entra ID P1 at a minimum. To use advanced features such as risk-based policy assessment, you must have Entra ID P2. In addition, all endpoints must be under Intune management; either native Entra ID joined, or hybrid Entra ID joined.

Enable VPN Support

To begin, open the Microsoft Entra admin center (https://entra.microsoft.com/), navigate to Identity > Protection > Conditional Access, and perform the following steps.

  1. Click VPN Connectivity.
  2. Click New certificate.
  3. From the Select duration drop-down list, choose an appropriate certificate validity period.
  4. Click Create.

Once complete, click Download certificate and copy the certificate file to a domain-joined system on-premises.

Publish Certificate

Next, administrators must publish the Entra VPN root certificate in Active Directory to support domain authentication. Open an elevated PowerShell or command window and run the following commands.

certutil.exe -dspublish -f <path to certificate file> RootCA

certutil.exe -dspublish -f <path to certificate file> NtAuthCA

Note: You must be a domain administrator to perform this task.

Conditional Access Policy

Navigate to Identity > Protection > Conditional Access and click Policies, then perform the following steps to create a conditional access policy for VPN access.

  1. Click New Policy.
  2. Enter a descriptive name for the new policy.
  3. Click the link in the Target resources section.
  4. From the Select what this policy applies to drop-down list, select Resources (formerly cloud apps).
  5. In the Include section, choose Select resources.
  6. Click the link in the Select section.
  7. Enter VPN in the search field.
  8. Check the box next to VPN Server.
  9. Click Select.
  10. Click the link in the Grant section.
  11. Select Grant access.
  12. Check the box next to Require device to be marked as compliant.
  13. Click Select.
  14. On the Enable policy slider, select On.
  15. Click Create.

NPS

Changes to Network Policy Server (NPS) policy and configuration are required to support Always On VPN with Entra Conditional Access.

NPS Policy

To update the Always On VPN network policy to support Entra Conditional Access, open the NPS management console (nps.msc), expand Policies, then select Network Policies and perform the following steps.

  1. Right-click on the Always On VPN policy and choose Properties.
  2. Select the Settings tab.
  3. Select Vendor Specific in the RADIUS Attributes section.
  4. Click Add.
  5. Select the Allowed-Certificate-OID attribute.
  6. Click Add.
  7. Click Add.
  8. Enter 1.3.6.1.4.1.311.87 in the Attribute value field.
  9. Click Ok.
  10. Click Ok.
  11. Click Close.
  12. Click Ok.

Important Note: This change will block new Always On VPN user tunnel connections until you update the client configuration. When integrating an existing Always On VPN implementation with Entra Conditional Access, consider creating a new NPS policy and corresponding security group to migrate users to conditional access seamlessly.

NPS Configuration

By default, NPS will perform revocation checks for certificates used for domain authentication. However, Entra Conditional Access uses short-lived certificates (one-hour lifetime) that do not include CRL Distribution Point (CDP) information. Therefore, administrators must change the NPS server configuration to disable revocation checking for certificates lacking this information.

To do this, open the registry editor (regedit.exe) and create a new registry key with the following settings.

Key: HKLM\SYSTEM\CurrentControlSet\Services\RasMan\PPP\EAP\13
Name: IgnoreNoRevocationCheck
Type: DWORD
Value: 1

You can also run the following PowerShell command to implement this change.

New-ItemProperty -Path ‘HKLM:\SYSTEM\CurrentControlSet\Services\RasMan\PPP\EAP\13\’ -Name IgnoreNoRevocationCheck -PropertyType DWORD -Value 1 -Force

Once complete, the server must be rebooted for the change to take effect.

Client Configuration

After making all required changes to the supporting infrastructure, you must also update the  Always On VPN client configuration to leverage Entra Conditional Access. Changes to client configuration vary depending on the method used to deploy and manage Always On VPN client configuration settings.

Intune

When using Microsoft Intune and the native VPN policy type to deploy and manage Always On VPN client configuration settings, perform the following steps to update the VPN configuration to include Entra Conditional Access support.

  1. Open the Microsoft Intune admin center (https://intune.microsoft.com/) and navigate to Devices > Configuration.
  2. Click on the Always On VPN policy.
  3. Click Edit next to Configuration settings.
  4. Expand the Conditional Access section.
  5. Click Enable next to Conditional access for this VPN connection.
  6. Click Enable next to Single sign-on (SSO) with alternate certificate.
  7. Enter Client Authentication in the Name field.
  8. Enter 1.3.6.1.5.5.7.3.2 in the Object Identifier field.
  9. Enter the organization’s root certification authority (CA) certificate thumbprint in the Issuer hash field.

XML

When using a custom XML configuration file for Always On VPN client configuration settings deployed using Intune or PowerShell, edit the XML file, remove the existing <TLSExtensions></TLSExtensions> section, and replace it with the following.

In addition, add the following code between the <VPNProfile></VPNProfile> tags after <TrustedNetworkDetection>.

Note: You will find a sample XML configuration file you can copy and paste from on GitHub here.

DPC

When using Always On VPN Dynamic Profile Configurator (DPC) for managing Always On VPN client configuration settings, open the DPC group policy and navigate to Computer Configuration > Policies > Administrative Templates > DPC Client > User Tunnel Settings > Advanced and perform the following steps.

  1. Double-click Optional – Device Compliance Settings.
  2. Select Enabled.
  3. Enter 1.3.6.1.5.5.7.3.2 in the Certificate EKU OID field.
  4. Enter the organization’s root certification authority (CA) certificate thumbprint in the Certificate Issuer Hash field.
  5. Click Ok.

Not using DPC? You’re missing out! Learn more about Always On VPN DPC here.

Video

I’ve published a demonstration video for enabling Microsoft Entra ID Conditional Access with Always On VPN on YouTube. You can find the video here.

Summary

Following the guidance in this post to integrate Entra Conditional Access with Always On VPN can significantly improve your organization’s security posture. In the example above, the conditional access policy is a basic one. Yet, it dramatically reduces the attack surface for your remote access infrastructure by ensuring only compliant devices can establish a VPN connection.

Administrators can use advanced conditional access policy settings to strengthen the VPN’s security further by performing additional checks, such as requiring strong, phishing-resistant credentials and requesting multifactor authentication (MFA) for risky sign-ins.

Additional Information

Always On VPN and Entra Conditional Access

Drawback of Multifactor Authentication

Understanding Enterprise Public Key Infrastructure (PKI)

Digital Certificates for Strong Authentication

Always On VPN Dynamic Profile Configurator (DPC)

Always On VPN DPC Open Source

Always On VPN Authentication Failure After February 2025 Security Update

Microsoft introduced changes to Windows domain controllers in the February 2025 security update that may result in authentication failures for Always On VPN user tunnel connections. If you suddenly find that all your Always On VPN user tunnel connections fail, additional changes may be required to resolve the issue.

Authentication Failure

Administrators may find that Always On VPN connections fail after applying the February 2025 Microsoft security updates. Specifically, users may receive the following warning message.

“The remote access connection completed, but authentication failed because the certificate that authenticates the client to the server is not valid. Ensure that the certificate used for authentication is valid.”

Error 853

Administrators will also find a corresponding event log entry with event ID 20227 from the RasClient source with the following error message.

“The user <username> dialed a connection named <connection name> which has failed. The error code returned on failure is 853.”

NPS Events

The event log on the NPS server will also record event ID 6273 from the Microsoft Windows security auditing source with the following error message.

“Network Policy Server denied access to a user.”

The authentication details of the event include Reason Code 16 with the following reason.

“Authentication failed due to a user credentials mismatch. Either the user name provided does not map to an existing user account or the password was incorrect.”

DC Events

If the issue is related to changes implemented to domain controllers in the February 2025 security update, administrators will also find a corresponding event log entry on a domain controller with event ID 39 from the Kerberos-Key-Distribution-Center source with the following error message.

“The Key Distribution Center (KDC) encountered a user certificate that was valid but could not be mapped to a user in a secure way (such as via explicit mapping, key trust mapping, or a SID). Such certificates should either be replaced or mapped directly to the user via explicit mapping.”

Root Cause

The above conditions indicate that a user attempted to authenticate to the VPN with a certificate that was not strongly mapped. Most likely, the certificate was issued using Microsoft Intune with SCEP or PKCS. This results from changes made to domain controllers in the February 2025 security update that requires certificates used for Active Directory authentication to be strongly mapped. Until now, domain controllers allowed access and only logged an event in the event log when a certificate did not include strong certificate mapping. The February 2025 security update now enforces strong certificate mapping, and authentication requests will fail without it.

Resolution

Administrators must issue new certificates that are strongly mapped to resolve this issue. For certificates issued with PKCS, changes are required on the Intune Certificate Connector server before re-issuing. For certificates issued with SCEP, changes to the device configuration policy are required. See the post Strong Certificate Mapping for Intune PKCS and SCEP Certificates for more details.

Workaround

Re-issuing certificates takes time. To restore connectivity immediately, administrators can implement the following registry settings on all domain controllers to switch back to audit mode and allow authentication without strong certificate mapping.

Key: HKLM:\SYSTEM\CurrentControlSet\Services\Kdc
Name: StrongCertificateBindingEnforcement
Type: DWORD
Value: 1

I recommend deploying this setting via GPO assigned to the Domain Controllers OU. However, you can also implement this change using PowerShell if necessary.

New-ItemProperty -Path ‘HKLM:\SYSTEM\CurrentControlSet\Services\Kdc’ -Name ‘StrongCertificateBindingEnforcement’ -PropertyType DWORD -Value 1 -Force

Additional Information

Strong Certificate Mapping for Intune PKCS and SCEP Certificates

Strong Certificate Mapping Enforcement February 2025

Certificate-Based Authentication Changes and Always On VPN

Intune Strong Certificate Mapping Error

Strong Certificate Mapping Error with PKCS