Always On VPN Load Balancing with Loadbalancer.org

Recently, I had the opportunity to deploy the Loadbalancer.org load balancer as part of an enterprise Always On VPN deployment. In the past, I’ve published guidance for using F5 BIG-IP, Citrix ADC (formerly NetScaler), and Kemp LoadMaster, so in this post, I’ll provide guidance for configuring Loadbalancer.org for Always On VPN.

IKEv2

Open the Loadbalancer.org management console and follow the steps below to configure Always On VPN load balancing on the appliance.

Create Virtual Service

Create a layer 4 virtual service for IKEv2.

  1. Click Cluster Configuration.
  2. Click Layer 4 – Virtual Services.
  3. Click Add a new Virtual Service.
  4. Enter a descriptive name for the virtual service in the Label field.
  5. Enter the virtual IP address (VIP) for the service in the IP Address field.
  6. Enter 500,4500 in the Ports field.
  7. Select UDP from the Protocol drop-down list.
  8. Select NAT from the Forwarding Method drop-down list.
  9. Click Update.

Add Real Servers

Add real servers to the virtual service.

  1. Click Layer 4 – Real Servers.
  2. Click Add a new Real Server next to the IKEv2 virtual service.
  3. Enter a descriptive name for the real server in the Label field.
  4. Enter the IP address of the real server in the Real Server IP Address field.
  5. Click Update.
  6. Repeat these steps for each additional VPN server in the cluster.

SSTP

Follow the steps below to configure SSTP load balancing on the appliance.

Create Virtual Service

Create a layer 4 virtual service for SSTP.

  1. Click Cluster Configuration.
  2. Click Layer 4 – Virtual Services.
  3. Click Add a new Virtual Service.
  4. Enter a descriptive name for the virtual service in the Label field.
  5. Enter the virtual IP address (VIP) for the service in the IP Address field.
  6. Enter 443 in the Ports field.
  7. Select TCP from the Protocol drop-down list.
  8. Select NAT from the Forwarding Method drop-down list.
  9. Click Update.

Configure Virtual Service Health Check

Update the health check method for the SSTP virtual service.

  1. Click Layer 4 – Virtual Services.
  2. Click Modify on the SSTP virtual service.
  3. Select Negotiate from the Check Type drop-down list in the Health Checks section.
  4. Enter 443 in the Check Port field.
  5. Select HTTPS from the Protocol drop-down list.
  6. Enter /sra_{BA195980-CD49-458b-9E23-C84EE0ADCD75}/ in the Request to send field.
  7. Enter 401 in the Response expected field.
  8. Click Update.

Note: Using the Negotiate health check type for the SSTP monitor on Loadbalancer.org appliances requires version 8.13.0 or later. Administrators can use the External script option when using earlier releases of Loadbalancer.org appliances. An SSTP health check script for Loadbalancer.org can be found here.

Add Real Servers

Add real servers to the virtual service.

  1. Click Layer 4 – Real Servers.
  2. Click Add a new Real Server next to the SSTP virtual service.
  3. Enter a descriptive name for the real server in the Label field.
  4. Enter the IP address of the real server in the Real Server IP Address field.
  5. Click Update.
  6. Repeat these steps for each additional VPN server in the cluster.

Review

Once complete, click System Overview to view the overall health of your VPN servers.

Summary

The Loadbalancer.org appliance is an efficient, cost-effective, and easy-to-configure load-balancing solution that works well with Always On VPN implementations. It’s available as a physical or virtual appliance. There’s also a cloud-based version. It also includes advanced features such as TLS offload, web application firewall (WAF), global server load balancing (GSLB), and more. If you are looking for a layer 4-7 load balancer for Always On VPN and other workloads, be sure to check them out.

Additional Information

Loadbalancer.org Virtual Appliance

SSTP Health Check Script for Loadbalancer.org

Always On VPN Discord Channel

I’m excited to announce the launch of a brand-new Discord channel dedicated to administrators working with Always On VPN! Whether you’re a seasoned pro or just getting started, this community is designed to be your go-to hub for collaboration, troubleshooting, and staying up to date on all things Always On VPN. The channel was established by my good friend Leo D’Arcy, the creator of the popular Always On VPN Dynamic Profile Generator (DPC) software.

Why Discord?

Always On VPN is a powerful solution for secure, seamless remote connectivity, but managing it comes with its own set of challenges. From configuration quirks to deployment strategies, administrators often need a space to share insights, ask questions, and learn from one another in real time. That’s where our new Discord channel comes in.

Community Forum

Discord offers a dynamic, user-friendly platform for instant communication and community building. Unlike forums or email threads, it’s a place where you can start a conversation, jump into live discussions, share resources, ask questions, share important insights or experiences, and much more.

Channels

Today, the Always On VPN Discord channel is part of the Microsoft Remote Access User Group Discord Server. It consists of multiple channels divided into the following topics.

General – This is a great place to introduce yourself and say hello to everyone!

DPC-Development – Here, you can ask questions about DPC, provide feedback, and suggest new features and functionality.

DPC-Chat – This channel is for administrators to discuss all things DPC, including deployment strategies, operation, support, and more.

Aovpn-Chat – If you’ve deployed Always On VPN but aren’t using DPC, this is your channel! Although DPC is fantastic, not everyone is using it. In this channel, you can submit questions and share general information about Always On VPN.

Gsa-Chat – We’ve also included a Microsoft Entra Global Secure Access channel for the new Microsoft Security Service Edge (SSE) solution, which includes Entra Private Access. This channel is pretty quiet right now. Hopefully, it will grow in the future!

DirectAccess-Chat – Yes, we realize some of you are still running DirectAccess, so there’s also a channel for you! Feel free to drop in and ask questions here, hopefully about migrating soon. 😉

Who Is This For?

This channel is open to anyone managing Microsoft secure remote access products. Whether you’re an IT administrator in a small business, an enterprise network engineer, or a consultant helping clients stay connected. If you’re working with Microsoft remote access technologies, this is the place to be!

Why Not Reddit?

Funny story: I tried to create an Always On VPN subreddit a few years ago. It lasted one day before it was banned! No reason was given, and I couldn’t get anyone from Reddit to respond. I answer questions ad hoc on Reddit all the time, but there’s no dedicated space for Always On VPN or Microsoft remote access in general.

How To Join

Joining our Discord channel is easy.

  1. Click this link.
  2. Set up your Discord account if you don’t already have one. It’s free and only takes a minute!
  3. Optionally, you can download the Discord app here.
  4. Say hello and introduce yourself in the #general channel.
  5. Explore the other channels, ask questions, give feedback, and share your expertise!

See You There!

Leo and I, along with many other experienced Always On VPN administrators, are on the forums daily. We encourage you to share your expertise, ask questions, and help others along the way. The more we contribute, the stronger this resource becomes for everyone. Join us today!

Additional Information

Always On VPN Discord Channel

Always On VPN Dynamic Profile Configurator (DPC)

DPC on GitHub

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