Always On VPN Hands-On Training Coming to Chicago

Windows 10 Always On VPN Hands-On Training Classes for 2018Recently I announced the availability of Windows 10 Always On VPN hands-on training classes. The first class is set for March 27-29 in Los Angeles. By popular demand, I’m pleased to announce that I’ll be delivering another class April 10-12 in Chicago. This training class will cover all aspects of designing, implement, and supporting an Always On VPN solution in the enterprise. These three-day courses will cover topics including…

  • Windows 10 Always On VPN overview
  • Introduction to CSP
  • Infrastructure requirements
  • Planning and design considerations
  • Installation, configuration, and client provisioning

Advanced topics will include…

  • Redundancy and high availability+
  • Cloud-based deployments
  • Third-party VPN infrastructure and client support
  • Multifactor authentication
  • Always On VPN migration strategies

Windows 10 Always On VPN Hands-On Training Classes for 2018

Register Today

Reservations are being accepted now! The cost for this 3-day hands-on training class is $4995.00 USD. Space is limited, so don’t wait to register! Fill out the form below to save your seat now.

Always On VPN Protocol Recommendations for Windows Server Routing and Remote Access Service (RRAS)

Always On VPN Protocol Recommendations for Windows Server Routing and Remote Access Service (RRAS)Windows 10 Always On VPN is infrastructure independent and can be implemented using third-party VPN devices. It is not necessary to deploy any Windows servers at all to support an Always On VPN solution. However, in a recent blog post I outlined some compelling reasons to consider using Windows Server 2016’s Routing and Remote Access Service (RRAS) feature to terminate VPN connections. RRAS supports both modern and legacy VPN protocols, each with their own advantages and disadvantages. The choice of which protocols to support will be determined by many factors, but it is important to understand the capabilities of each to make an informed decision.

RRAS VPN Protocols

Windows RRAS supports the following VPN protocols.

  • Internet Key Exchange version 2 (IKEv2) – RFC7296
  • Secure Sockets Tunneling Protocol (SSTP) – Microsoft
  • Layer Two Tunneling Protocol over IPsec (L2TP/IPsec) – RFC2661
  • Point-to-Point Tunneling Protocol (PPTP) – RFC2637

There are pros and cons associated with each of these VPN protocols. Here’s a breakdown of each.

IKEv2

This IPsec-based VPN protocol is the preferred choice for most deployments. IKEv2 provides the best security and performance, with native features that enhance mobility. This latest version of IKE (v2) features streamlined messaging during connection establishment and enhanced session management that reduce protocol overhead and improve performance.

Advantages: Best security and performance.
Disadvantages: Firewalls may block required UDP ports.

SSTP

SSTP is an excellent alternative to IKEv2. It uses industry standard Transport Layer Security (TLS), making it widely accessible from most locations. It provides good security out of the box, but can be improved upon with additional configuration. SSTP lends itself well to load balancing, making it much easier to scale out than IKEv2. Optionally, TLS can be offloaded to an Application Delivery Controller (ADC) to reduce resource utilization on the RRAS server and further improve performance.

Advantages: Easy to configure with firewall friendly access.
Disadvantages: Not as secure IKEv2.

L2TP

While technically supported for Always On VPN, L2TP is a legacy VPN protocol that offers no real advantages over IKEv2. Its use is unnecessary and should be avoided.

Advantages: None.
Disadvantages: Firewalls may block required UDP ports.

PPTP

PPTP is considered an obsolete VPN protocol with many known security vulnerabilities. Its use should be avoided at all costs.

Advantages: None.
Disadvantages: Insecure.

Summary

Implementation best practices dictate that IKEv2 and SSTP be enabled to support Windows 10 Always On VPN connections when using Windows Server 2016 RRAS. The use of L2TP/IPsec and PPTP should be avoided. The combination of IKEv2 and SSTP will provide the best security and availability for remote workers. Clients that can establish IKEv2 VPN connections can take advantages of the security and performance benefits it provides. SSTP can be enabled as a fallback for clients that are unable to establish an IKEv2 connection due to restricted firewall access.

Always On VPN Hands-On Training

Interested in learning more about Windows 10 Always On VPN? Hands-on training classes are now forming. More details here.

Additional Resources

Frequently Asked Questions about Microsoft’s PPTP Implementation

Always On VPN and Windows Server Routing and Remote Access Services (RRAS)

Windows 10 Always On VPN and the Future of DirectAccess 

5 Things DirectAccess Administrators Should Know about Always On VPN 

3 Important Advantages of Windows 10 Always On VPN over DirectAccess 

Windows 10 Always On VPN Hands-On Training Classes

NetMotion Mobility Device Tunnel Configuration

NetMotion Mobility Device Tunnel ConfigurationIn its default configuration, NetMotion Mobility connections are established at the user level. In most cases this level of access is sufficient, but there are some common uses cases that require VPN connectivity before the user logs on. Examples include provisioning a new device to a user who has never logged on before, or to allow support engineers to connect to a remote device without requiring a user to log in first.

Infrastructure Requirements

To support NetMotion Mobility’s “unattended mode” (device tunnel) it will be necessary to deploy a Windows Server 2016 (or 2012R2) Network Policy Server (NPS). In addition, an internal private certification authority (CA) will be required to issue certificates to the NPS server and all NetMotion Mobility client computers.

Client Certificate Requirements

A certificate with the Client Authentication Enhanced Key Usage (EKU) must be provisioned to the local computer certificate store on all NetMotion Mobility clients that require a device tunnel (figure 1). The subject name on the certificate must match the fully qualified domain name of the client computer (figure 2). It is recommended that certificate auto enrollment be used to streamline the provisioning process.

NetMotion Mobility Device Tunnel Configuration

Figure 1. Computer certificate with Client Authentication EKU.

NetMotion Mobility Device Tunnel Configuration

Figure 2. Computer certificate with subject name matching the client computer’s hostname.

NPS Server Certificate Requirements

A certificate with the Server Authentication EKU must be provisioned to the local computer certificate store on the NPS server (figure 3). The subject name on the certificate must match the fully qualified domain name of the NPS server (figure 4).

NetMotion Mobility Device Tunnel Configuration

Figure 3. Computer certificate with Server Authentication EKU.

NetMotion Mobility Device Tunnel Configuration

Figure 4. Computer certificate with subject name matching the NPS server’s hostname.

NPS Server Configuration

Next install the NPS server role by running the following PowerShell command.

Install-WindowsFeature NPAS -IncludeMamagementTools

Once complete, open the NPS server management console and perform the following steps.

Note: Below is a highly simplified NPS configuration designed for a single use case. It is provided for demonstration purposes only. The NPS server may be used by more than one network access server (NAS) so the example policies included below may not work in every deployment.

  1. Expand RADIUS Clients and Servers.
  2. Right-click RADIUS clients and choose New.
  3. Select the option to Enable this RADIUS client.
  4. Enter a friendly name.
  5. Enter the IP address or hostname of the NetMotion gateway server.
  6. Click Verify to validate the hostname or IP address.
  7. Select Manual to enter a shared secret, or select Generate to create one automatically.
  8. Copy the shared secret as it will be required when configure the NetMotion Mobility gateway server later.
  9. Click OK.
    NetMotion Mobility Device Tunnel Configuration
  10. Expand Policies.
  11. Right-click Network Policies and choose New.
  12. Enter a descriptive name for the new policy.
  13. Select Type of network access server and choose Unspecified.
  14. Click Next.
    NetMotion Mobility Device Tunnel Configuration
  15. Click Add.
  16. Select Client IPv4 Address.
  17. Click Add.
  18. Enter the internal IPv4 address of the NetMotion Mobility gateway server.
  19. Click OK.
  20. Click Next.
    NetMotion Mobility Device Tunnel Configuration
  21. Select Access granted.
  22. Click Next.
    NetMotion Mobility Device Tunnel Configuration
  23. Click Add.
  24. Choose Microsoft: Protected EAP (PEAP).
  25. Click OK.
  26. Select Microsoft: Protected EAP (PEAP).
  27. Click Edit.
  28. Choose the appropriate certificate in the Certificate issued to drop down list.
  29. Select Secure password (EAP-MSCHAP v2).
  30. Click Remove.
  31. Click Add.
  32. Choose Smart Card or other certificate.
  33. Click OK.
  34. Select Smart Card or other certificate.
  35. Click Edit.
  36. Choose the appropriate certificate in the Certificate issued to drop down list.
  37. Click OK.
    NetMotion Mobility Device Tunnel Configuration
  38. Uncheck all options beneath Less secure authentication methods.
  39. Click Next three times.
  40. Click Finish.
    NetMotion Mobility Device Tunnel Configuration

Mobility Server Configuration

Open the NetMotion Mobility management console and perform the following steps.

  1. In the drop-down menu click Configure.
  2. Click Authentication Settings.
  3. Click New.
  4. Enter a descriptive name for the new authentication profile.
  5. Click OK.
  6. Expand Authentication.
  7. Select Mode.
  8. Select Unattended Mode Authentication Setting Override.
  9. From the Authentication mode drop-down box choose Unattended.
  10. Click Apply.
    NetMotion Mobility Device Tunnel Configuration
  11. Expand RADIUS: Device Authentication.
  12. Select Servers.
  13. Select [Profile Name] Authentication Setting Override.
  14. Click Add.
  15. Enter the IP address of the NPS server.
  16. Enter the port (default is 1812).
  17. Enter the shared secret.
  18. Click OK.
    NetMotion Mobility Device Tunnel Configuration
  19. In the drop-down menu click Configure.
  20. Click Client Settings.
  21. Expand Device Settings.
  22. Select the device group to enable unattended mode for.
  23. Expand Authentication.
  24. Select Settings Profile.
  25. Select [Device Group Name] Group Settings Override.
  26. In the Profile drop-down menu choose the authentication profile created previously.
  27. Click Apply.
    NetMotion Mobility Device Tunnel Configuration

Validation Testing

If everything is configured correctly, the NetMotion Mobility client will now indicate that the user and the device have been authenticated.

NetMotion Mobility Device Tunnel Configuration

Summary

Enabling unattended mode with NetMotion Mobility provides feature parity with DirectAccess machine tunnel and Windows 10 Always On VPN device tunnel. It ensures that domain connectivity is available before the user logs on. This allows users to log on remotely without cached credentials. It also allows administrators to continue working seamlessly on a remote computer after a reboot without having a user present to log on.

Additional Resources

NetMotion Mobility as an Alternative to DirectAccess

 

Always On VPN Hands-On Training Classes for 2018

Windows 10 Always On VPN Hands-On Training Classes for 2018I’m pleased to announce I will be delivering Windows 10 Always On VPN hands-on training classes in various locations around the U.S. this year. As Microsoft continues to move away from DirectAccess in favor of Windows 10 Always On VPN, many organizations now must come up to speed on this new technology. Spoiler alert…it’s not trivial to implement! There’s lots of moving parts, critical infrastructure dependencies, and many configuration options to choose from. Additionally, Windows 10 Always On VPN is managed in a completely different way than DirectAccess, which is sure to present its own unique challenges.

Comprehensive Education

My Windows 10 Always On VPN hands-on training classes will cover all aspects of designing, implementing, and supporting an Always On VPN solution in the enterprise. This three-day course will cover topics such as…

  • Windows 10 Always On VPN overview
  • Introduction to CSP
  • Infrastructure requirements
  • Planning and design considerations
  • Installation, configuration, and client provisioning

Advanced topics will include…

  • Redundancy and high availability
  • Cloud-based deployments
  • Third-party VPN infrastructure and client support
  • Multifactor authentication
  • Always On VPN migration strategies

Upcoming Training Classes

Reservations are being accepted immediately for classes held on March 27-29, 2018 in Southern California and April 10-12 in Chicago. The cost for this 3 day hands-on, in-depth training class is $4995.00 USD. Later this year I’ll be delivering classes in other parts of the country as well. Those locations will be chosen based on demand, so if you can’t make this first class, please register anyway and let me know your location preference. If there’s enough interest in a specific locale I will schedule a class for that region soon. Although I currently have no plans to deliver my training classes outside the U.S., I’m more than happy to consider it if there is enough demand, so let me know!

Windows 10 Always On VPN Hands-On Training Classes for 2018

Reservations Available Now

Reservations are being accepted now! The cost for this 3-day hands-on training class is $4995.00 USD. Space is limited, so don’t wait to register! Fill out the form below to save your seat now.

Always On VPN and Windows Routing and Remote Access Service (RRAS)

Windows 10 Always On VPN hands-on training classes now forming. Details here.

Always On VPN and Windows Routing and Remote Access Service (RRAS)

As I’ve written about in the past, Windows 10 Always On VPN has many advantages over DirectAccess. One of the most important features is that Always On VPN is completely infrastructure independent. Always On VPN is implemented entirely on the client side, so there is no reliance on Windows infrastructure servers at all. In theory, you could deploy an Always On VPN solution using an entirely third-party backend infrastructure. This is crucial because many organizations already have security infrastructure in place today. However, there are still some compelling reasons to choose Windows Server 2016 as the VPN server to support Windows 10 Always On VPN.

Considerations for Windows Server

Windows Server 2016 includes a very capable VPN server in the Routing and Remote Access Service (RRAS) role. Using Windows Server 2016 RRAS will meet the requirements for many deployment scenarios. RRAS also provides some unique advantages too. The following are some important considerations for choosing RRAS for VPN.

Easy to Deploy

The RRAS role in included in all Windows server network operating systems and can be enabled easily using the GUI or PowerShell. RRAS is mature and well-documented, making installation and configuration simpler. In fact, all of the Microsoft Windows 10 Always On VPN documentation guidance references RRAS.

Reduced Costs

No investment in proprietary hardware is required, because RRAS runs on Windows Server 2016 and can be deployed on existing virtual infrastructure. Deploying additional RRAS virtual machines enables quick and efficient scaling up of the solution without the need to deploy additional expensive hardware. Importantly, RRAS requires no additional per-client or per-device licensing. In addition, RRAS can be managed using existing Windows administration skill sets and does not require dedicated, and often expensive solution-specific expertise.

Modern Protocol Support

RRAS includes support for modern VPN protocols such as Internet Key Exchange version 2 (IKEv2) and Secure Socket Tunneling Protocol (SSTP). IKEv2 is the protocol of choice or most deployments, and is required for supporting the device tunnel. SSTP is a firewall-friendly protocol that ensures remote Windows clients can connect from anywhere. Layer Two Tunneling Protocol over IPsec (L2TP/IPsec) and Point-to-Point Tunneling Protocol (PPTP) are also supported for legacy client compatibility.

Summary

Although Windows 10 Always On VPN can be implemented using third-party VPN servers, it’s important not to overlook Windows server either. Windows Server 2016 RRAS has some important advantages over third-party infrastructure. RRAS is mature and well understood, with an abundance of published documentation available. Leveraging RRAS eliminates the need for costly proprietary hardware and client licensing, while at the same time reducing administrative overhead and streamlining support. RRAS also includes native support for modern VPN protocols, ensuring reliable client connectivity from any location.

Additional Resources

3 Important Advantages of Windows 10 Always On VPN over DirectAccess 

Windows 10 Always On VPN and the Future of DirectAccess 

5 Things DirectAccess Administrators Should Know About Always On VPN 

 

 

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