Always On VPN SSTP Load Balancing and SSL Offload

SSL Certificate Considerations for DirectAccess IP-HTTPSThe Windows Server Routing and Remote Access Service (RRAS) is a popular choice for a VPN server to support Windows 10 Always On VPN deployments. One significant advantage RRAS provides is support for the Secure Socket Tunneling Protocol (SSTP). SSTP is a Microsoft proprietary VPN protocol that uses Transport Layer Security (TLS) to ensure privacy between the VPN client and server. The advantage to using a TLS-based transport is that it leverages the standard HTTPS TCP port 443, making it firewall friendly and ensuring ubiquitous remote access even behind highly restrictive firewalls.

Load Balancing SSTP

Load balancing SSTP can be accomplished in much the same way as a load balancing a common web server using HTTPS. The external load balancer is configured with a virtual IP address (VIP) and each VPN server is configured behind it. Session persistence should be configured to use SSL with source IP address persistence as a fallback.

SSL Offload for SSTP

In most cases, simply forwarding encrypted SSTP connections to the VPN server will be sufficient. However, offloading SSL/TLS processing to an Application Delivery Controller (ADC) or load balancer can be beneficial for the following reasons.

Resource Utilization

Enabling TLS offload for SSTP VPN connections can reduce CPU and memory utilization on the VPN server. However, this will likely only be necessary for very busy servers supporting many concurrent connections.

Security

In some cases, the administrator may not be able to install the public SSL certificate on the VPN server. For example, a security policy may exist that restricts SSL certificate installation to dedicated security devices using a Hardware Security Module (HSM). In some cases, it may be desirable to restrict access to high value certificates such as wildcard certificates.

Certificate Management

Often SSL certificates are implemented on load balancers to reduce certificate sprawl and to ease the management and administration burden in the enterprise. By having all enterprise certificates installed only on dedicated security devices, administrators can more effectively monitor and manage SSL certificate lifecycles.

SSTP Configuration for TLS Offload

Configuration changes must be made on the load balancer and the RRAS server to support TLS offload for SSTP.

Load Balancer

Install the public SSL certificate on the load balancer and configure it for TLS termination. Configure the load balancer to then use HTTP for backend server connections. Consult the load balancer vendor’s documentation for configuration guidance.

RRAS Server

If the public SSL certificate is installed on the VPN server, enabling TLS offload for SSTP is simple and straightforward. Follow the steps below to enable TLS offload for SSTP VPN connections.

  1. Open the RRAS management console (rrasmgmt.msc).
  2. Right-click the VPN server and choose Properties.
  3. Select the Security tab.
  4. Check Use HTTP in the SSL Certificate Binding section.
  5. Click Ok and then Yes to restart the Remote Access service.

Always On VPN SSTP Load Balancing and SSL Offload

If the public SSL certificate is not or cannot be installed on the RRAS server, additional configuration will be required. Specifically, SSL offload for SSTP must be configured using the Enable-SSTPOffload PowerShell script, which can be downloaded here.

Once the script has been downloaded and imported, open an elevated PowerShell command window and enter the following command.

Enable-SSTPOffload -CertificateHash [SHA256 Certificate Hash of Public SSL Certificate] -Restart

For example…

Enable-SSTPOffload -CertificateHash “C3AB8FF13720E8AD9047DD39466B3C8974E592C2FA383D4A3960714CAEF0C4F2” -Restart

Additional Information

Windows 10 Always On VPN SSL Certificate Requirements for SSTP

Windows 10 Always On VPN IKEv2 and SSTP Fallback

Windows 10 Always On VPN Hands-On Training Classes for 2019

Always On VPN and DirectAccess Scripts and Sample Files on GitHub

Always On VPN and DirectAccess Scripts and Sample Files on GitHubIf you’re looking for specialized configuration scripts for Windows 10 Always On VPN, Windows Server Routing and Remote Access Service (RRAS), or DirectAccess then have a look at my GitHub page! There I’ve uploaded a few tools I’ve created (with the help of my good friend Jeff Hicks!) along with some sample ProfileXML files. Here’s a sample of what you’ll find there today.

Always On VPN

This repository includes PowerShell scripts and sample ProfileXML files used for configuring Windows 10 Always On VPN. These scripts have been adopted from those provided by Microsoft and modified to work with a separate XML file. These scripts can be used for local testing and for deploying Always On VPN connections using System Center Configuration Manager (SCCM). The ProfileXML files can be helpful for those administrators looking for real world configuration examples.

https://github.com/richardhicks/aovpn

SstpOffload

This repository includes a PowerShell script to enable TLS offload for Windows Server RRAS Secure Socket Tunneling Protocol (SSTP) VPN connections when the public SSL certificate can’t be installed on the RRAS server. TLS offload for SSTP can be enabled in scenarios where better security, performance, and scalability are desired.

https://github.com/richardhicks/sstpoffload

DirectAccess

This repository includes the PowerShell script Move-DaInboxAccountingDatabase which can be used to move the DirectAccess inbox accounting database files. The default location of the database files is on the C: drive, and many administrators have encountered disk space issues, especially in large scale deployments. This script will relocate the database files to the location of your choice.

https://github.com/richardhicks/directaccess

More to Come!

Be sure to check my GitHub site for more PowerShell script and sample files on a regular basis. Or better yet, give me a follow! I’ll be sure to post more as time goes on. In addition, I’ll be going through my older articles where I’ve provided PowerShell code samples and will include them in the repository too.

Standard Disclaimer

All the sample files and PowerShell scripts I’ve shared on GitHub are provided as-is. Although they’ve been thoroughly tested, I can’t be certain I’ve accommodated every deployment scenario. Please use caution when running these scripts on production machines.

Additional Information

Always On VPN Hands-On Training Classes 2019

Jeff Hicks’ Blog

Always On VPN IKEv2 and SSTP Fallback

Always On VPN IKEv2 and SSTP FallbackA while back I wrote about the various VPN protocols supported for Windows 10 Always On VPN. The two most common are Internet Key Exchange version 2 (IKEv2) and Secure Socket Tunneling Protocol (SSTP). The article covers in detail each protocol’s advantages and disadvantages. To summarize, IKEv2 provides the best security (when configured correctly!) and SSTP is firewall-friendly ensuring ubiquitous access. Ideally an Always On VPN connection will attempt to use the more secure IKEv2 first, then fallback to SSTP only when IKEv2 is unavailable. Unfortunately, Always On VPN connections do not work this way today.

IKEv2 and SSTP

IKEv2 and SSTP are not mutually exclusive. When using Windows Routing and Remote Access Service (RRAS) as the VPN server, both protocols can be configured and enabled for VPN clients. To allow VPN clients to automatically select a protocol, the NativeProtocolType element in ProfileXML can be set to Automatic.

Always On VPN IKEv2 and SSTP Fallback

IKEv2 with SSTP Fallback?

In theory, with the NativeProtocolType set to Automatic, the Windows 10 client would first attempt to establish an IKEv2 connection, then fall back to SSTP if IKEv2 is not available. In practice, this is not the case.

SSTP Preferred over IKEv2

In operation, setting the NativeProtocolType to Automatic results in the Windows 10 client attempting to establish a VPN connection using SSTP first! If the SSTP connection fails, only then will IKEv2 be used. The only scenario in which I can imagine SSTP failing and IKEv2 being successful would be if SSTP is not supported by the VPN server. Sadly, this scenario may result in failed connections due to a bug in the way ProfileXML settings are processed. Details here.

VPN Strategy

The initial VPN protocol selection behavior is dictated by the VpnStrategy setting of the Always On VPN connection in the rasphone.pbk file. This file can be found under C:\Users\[username]\AppData\Roaming\Microsoft\Network\Connections\Pbk. The documentation on the Microsoft website is terribly outdated and does not include the following important VpnStrategy settings pertinent to Windows 10 Always On VPN connections.

  • 5 = Only SSTP is attempted
  • 6 = SSTP is attempted first
  • 7 = Only IKEv2 is attempted
  • 8 = IKEv2 is attempted first
  • 14 = IKEv2 is attempted followed by SSTP

Always On VPN Default Behavior

For Always On VPN, when the NativeProtocolType is set to Automatic in ProfileXML, VpnStrategy is set to 6 by default, which means the connection will attempt to use SSTP first. If it fails, IKEv2 will be attempted.

Always On VPN IKEv2 and SSTP Fallback

If the NativeProtocolType in ProfileXML is set to IKEv2, VpnStrategy is set to 7 and only IKEv2 is used. A connection using SSTP is never attempted.

Workaround

Setting the VpnStrategy to 8 or 14 will force the client to attempt an IKEv2 connection first. However, this setting is dynamically updated by Windows and is subject to change. For example, if an IKEv2 connection fails and SSTP is successful, Windows will then set the VpnStrategy to 6 and all subsequent VPN connection attempts will use SSTP first. Because of this it will be necessary to update the VpnStrategy setting each time prior to establishing a VPN connection. This will require some clever scripting and perhaps automation using a scheduled task based on an event trigger. I will leave that custom configuration as an exercise for the reader. If you’ve developed something to address this challenge, please feel free to share in the comments below. 🙂

Additional Information

Always On VPN Protocol Recommendations for Windows Server RRAS

Always On VPN IKEv2 Security Configuration

Always On VPN Certificate Requirements for IKEv2

Always On VPN IKEv2 Load Balancing with KEMP LoadMaster Load Balancer

Troubleshooting Always On VPN Error Code 0x80092013

Troubleshooting Always On VPN Error Code 0x80092013Windows Server Routing and Remote Access Service (RRAS) is commonly used for Windows 10 Always On VPN deployments because it is easy to configure and manage and it includes Microsoft’s proprietary Secure Socket Tunneling Protocol (SSTP). SSTP is a Transport Layer Security (TLS) VPN protocol that is firewall-friendly and ubiquitously available. However, a common configuration mistake can lead to failed connections.

Error 0x80092013

A Windows 10 Always On VPN client may fail to establish a VPN connection to an RRAS VPN server when using SSTP. The VPN client will return the following error message.

“Can’t connect to Always On VPN. The revocation function was unable to check revocation because the revocation server was offline.”

Troubleshooting Always On VPN Error Code 0x80092013

The event log will also include RasClient event ID 20227 with the following error.

“The user [domain\user] dialed a connection named [connection name] which has failed. The error code returned on failure is -2146885613.”

Troubleshooting Always On VPN Error Code 0x80092013

The Win32 error code –2146885613 converts to hexadecimal 0x80092013, which translates to CRYPT_E_REVOCATION_OFFLINE, indicating that the client was unable to successfully perform a check of the VPN server’s SSL certificate.

Revocation Checking

When the VPN client attempts to establish an SSTP connection to the Windows RRAS VPN, it will check the Certification Revocation List (CRL) using the information provided in the SSL certificate. If the CRL is unreachable for any reason, the client will not complete the connection

Common Cause of Error 0x80092013

Certificate revocation failures for Windows 10 Always On VPN SSTP connections commonly occur when the RRAS VPN server is configured with an SSL certificate issued by an internal certification authority (CA) and the CRL is not publicly available.

Resolving Error 0x80092013

Making the internal CA’s CRL available publicly will of course resolve this error. However, best practice recommendations for the SSTP SSL certificate call for the use of a certificate issued by a public CA. For detailed information about SSL certificate requirements and recommendations, please see Always On VPN SSL Certificate Requirements for SSTP.

Additional Information

Always On VPN SSL Certificate Requirements for SSTP

Always On VPN ECDSA SSL Certificate Request for SSTP

Always On VPN Protocol Recommendations for Windows RRAS

Always On VPN ECDSA SSL Certificate Request for SSTP

As I’ve discussed previously, it is strongly recommended that the TLS certificate used for SSTP be signed using the Elliptic Curve Digital Signature Algorithm (ECDSA). ECDSA provides better security and performance compared to RSA certificates for Windows 10 Always On VPN connections using SSTP. See my previous post Always On VPN SSL Certificate Requirements for SSTP for more information.

Certificate Signing Request

To generate a Certificate Signing Request (CSR) using ECDSA to send to a public Certification Authority (CA), open the local computer certificate store (certlm.msc) on any Windows server or client and follow the steps below.

  1. Expand Certificates – Local Computer.
  2. Right-click the Personal folder and choose All Tasks > Advanced Operations > Create Custom Request.
  3. Click Next.
  4. Select Proceed without enrollment policy.
  5. Click Next.
  6. From the Template drop-down list choose (No template) CNG key.
  7. Click Next.
  8. Click Details.Always On VPN ECDSA SSL Certificate Request for SSTP
  9. Click Properties.
  10. On the General tab enter a name in the Friendly name field.
  11. Click on the Subject tab.
    1. In the Subject name section, from the Type drop-down list choose Common name.
    2. In the Value field enter the VPN server’s public hostname and click Add.
    3. In the Alternative name section, from the Type drop-down list choose DNS.
    4. In the Value field enter the VPN server’s public hostname and click Add.Always On VPN ECDSA SSL Certificate Request for SSTP
  12. Click on the Extensions tab.
    1. Expand Extended Key Usage (application policies).
    2. Highlight Server Authentication.
    3. Click Add.Always On VPN ECDSA SSL Certificate Request for SSTP
  13. Click on the Private Key tab.
    1. Expand Cryptographic Service Provider.
    2. Uncheck RSA,Microsoft Software Key Storage Provider.
    3. Check ECDSA_P256,Microsoft Software Key Storage Provider.Always On VPN ECDSA SSL Certificate Request for SSTP
  14. Expand Key options.
    1. Select the option to Make private key exportable.Always On VPN ECDSA SSL Certificate Request for SSTP
  15. Click Ok.
  16. Click Next.
  17. Enter a name for the file in the File Name field.
  18. Click Finish.

Submit the Request

Once complete, submit the CSR for signing to your favorite public CA. Based on my experience, some CAs are easier to obtain ECDSA-signed certificates than other. Today, Digicert seems to be one of the better public CAs for obtaining EC TLS certificates.

Complete the Request

Once the CA has issued the certificate, import the certificate in to the local computer certificate store on the same client or server where the original CSR was created. The certificate can then be exported and imported on additional VPN servers, if required.

Additional Information

Always On VPN SSL Certificate Requirements for SSTP

Always On VPN Protocol Recommendations for RRAS

 

Always On VPN SSL Certificate Requirements for SSTP

Always On VPN Certificate Requirements for SSTPThe Windows Server 2016 Routing and Remote Access Service (RRAS) is commonly deployed as a VPN server for Windows 10 Always On VPN deployments. Using RRAS, Always On VPN administrators can take advantage of Microsoft’s proprietary Secure Socket Tunneling Protocol (SSTP) VPN protocol. SSTP is a Transport Layer Security (TLS) based VPN protocol that uses HTTPS over the standard TCP port 443 to encapsulate and encrypt communication between the Always On VPN client and the RRAS VPN server. SSTP is a firewall-friendly protocol that ensures ubiquitous remote network connectivity. Although IKEv2 is the protocol of choice when the highest level of security is required for VPN connections, SSTP can still provide very good security when implementation best practices are followed.

SSTP Certificate

Since SSTP uses HTTPS for transport, a common SSL certificate must be installed in the Local Computer/Personal/Certificates store on the RRAS VPN server. The certificate must include the Server Authentication Enhanced Key Usage (EKU) at a minimum. Often SSL certificates include both the Server Authentication and Client Authentication EKUs, but the Client Authentication EKU is not strictly required. The subject name on the certificate, or at least one of the Subject Alternative Name entries, must match the public hostname used by VPN clients to connect to the VPN server. Multi-SAN (sometimes referred to as UC certificates) and wildcard certificates are supported.

Always On VPN Certificate Requirements for SSTP

Certification Authority

It is recommended that the SSL certificate used for SSTP be issued by a public Certification Authority (CA). Public CAs typically have their Certificate Revocation Lists (CRLs) hosted on robust, highly available infrastructure. This reduces the chance of failed VPN connection attempts caused by the CRL being offline or unreachable.

Using an SSL certificate issued by an internal, private CA is supported if the CRL for the internal PKI is publicly available.

Key Type

RSA is the most common key type used for SSL certificates. However, Elliptic Curve Cryptography (ECC) keys offer better security and performance, so it is recommended that the SSTP SSL certificate be created using an ECC key instead.

Always On VPN Certificate Requirements for SSTP

To use an ECC key, be sure to specify the use of a Cryptographic Next Generation (CNG) key and select the ECDSA_P256 Microsoft Software Key Storage Provider (CSP) (or greater) when creating the Certificate Signing Request (CSR) for the SSTP SSL certificate.

Always On VPN Certificate Requirements for SSTP

Most public CAs will support certificate signing using ECC and Elliptic Curve Digital Signature Algorithm (ECDSA). If yours does not, find a better CA. 😉

Forward Secrecy

Forward secrecy (sometimes referred to as perfect forward secrecy, or PFS) ensures that session keys can’t be compromised even if the server’s private key is compromised. Using forward secrecy for SSTP is crucial to ensuring the highest levels of security for VPN connections.

To enforce the use of forward secrecy, the TLS configuration on the VPN server should be prioritized to prefer cipher suites with Elliptic Curve Diffie-Hellman Ephemeral (ECDHE) key exchange.

Authenticated Encryption

Authenticated encryption (AE) and authenticated encryption with associated data (AEAD) is a form of encryption that provides better data protection and integrity compared to older block or stream ciphers such as CBC or RC4.

To enforce the use of authenticated encryption, the TLS configuration on the VPN server should be prioritized to prefer cipher suites that support Galois/Counter Mode (GCM) block ciphers.

Important Note: In Windows Server 2016, GCM ciphers can be used with both RSA and ECC certificates. However, in Windows Server 2012 R2 GCM ciphers can only be used when an ECC certificate is used.

SSL Offload

Offloading SSL to a load balancer or application delivery controller (ADC) can be enabled to improve scalability and performance for SSTP VPN connections. I will cover SSL offload for SSTP in detail in a future post.

Summary

SSTP can provide good security for VPN connections when implementation and security best practices are followed. For optimum security, use an SSL certificate with an EC key and optimize the TLS configuration to use forward secrecy and authenticated cipher suites.

Additional Information

Always On VPN ECDSA SSL Certificate Request for SSTP

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

Always On VPN Protocol Recommendations for Windows Server RRAS

Always On VPN Certificate Requirements for IKEv2

3 Important Advantages of Always On VPN over DirectAccess

Microsoft SSTP Specification on MSDN

Troubleshooting Always On VPN Errors 691 and 812

Troubleshooting Always On VPN Errors 691 and 812When configuring Windows 10 Always On VPN using the Routing and Remote Access Service (RRAS) on Windows Server 2012 R2 and Extensible Authentication Protocol (EAP) authentication using client certificates, clients attempting to establish a VPN connection using Internet Key Exchange version 2 (IKEv2) may receive the following error.

“The connection was prevented because of a policy configured on your RAS/VPN server. Specifically, the authentication method used by the server to verify your username and password may not match the authentication method configured in your connection profile.”

Troubleshooting Always On VPN Errors 691 and 812

The event log on the client also records RasClient event ID 20227 stating “the error code returned on failure is 812”.

Troubleshooting Always On VPN Errors 691 and 812

Always On VPN clients using the Secure Socket Tunneling Protocol (SSTP) may receive the following error.

“The remote connection was denied because the user name and password combination you provided is not recognized, or the selected authentication protocol is not permitted on the remote access server.”

Troubleshooting Always On VPN Errors 691 and 812

The event log on the client also records RasClient event ID 20227 stating “the error code returned on failure is 691”.

Troubleshooting Always On VPN Errors 691 and 812

Resolution

These errors can occur when Transport Layer Security (TLS) 1.0 has been disabled on the RRAS server. To restore functionality, enable TLS 1.0 protocol support on the RRAS server. If disabling TLS 1.0 is required for compliance reasons, consider deploying RRAS on Windows Server 2016. TLS 1.0 can be safely disabled on Windows Server 2016 without breaking EAP client certificate authentication for Windows 10 Always On VPN clients.

Additional Information

Windows 10 Always On VPN Hands-On Training

What’s the Difference Between DirectAccess and Windows 10 Always On VPN?

5 Important Things DirectAccess Administrators Should Know About Windows 10 Always On VPN

3 Important Advantages of Windows 10 Always On VPN over DirectAccess 

Windows 10 Always On VPN and the Future of DirectAccess

What is the Difference Between DirectAccess and Always On VPN?

Always On VPN Device Tunnel Configuration Guidance Now AvailableDirectAccess has been around for many years, and with Microsoft now moving in the direction of Always On VPN, I’m often asked “What’s the difference between DirectAccess and Always On VPN?” Fundamentally they both provide seamless and transparent, always on remote access. However, Always On VPN has a number of advantages over DirectAccess in terms of security, authentication and management, performance, and supportability.

Security

DirectAccess provides full network connectivity when a client is connected remotely. It lacks any native features to control access on a granular basis. It is possible to restrict access to internal resources by placing a firewall between the DirectAccess server and the LAN, but the policy would apply to all connected clients.

Windows 10 Always On VPN includes support for granular traffic filtering. Where DirectAccess provides access to all internal resources when connected, Always On VPN allows administrators to restrict client access to internal resources in a variety of ways. In addition, traffic filter policies can be applied on a per-user or group basis. For example, users in accounting can be granted access only to their department servers. The same could be done for HR, finance, IT, and others.

Authentication and Management

DirectAccess includes support for strong user authentication with smart cards and one-time password (OTP) solutions. However, there is no provision to grant access based on device configuration or health, as that feature was removed in Windows Server 2016 and Windows 10. In addition, DirectAccess requires that clients and servers be joined to a domain, as all configuration settings are managed using Active Directory group policy.

Windows 10 Always On VPN includes support for modern authentication and management, which results in better overall security. Always On VPN clients can be joined to an Azure Active Directory and conditional access can also be enabled. Modern authentication support using Azure MFA and Windows Hello for Business is also supported. Always On VPN is managed using Mobile Device Management (MDM) solutions such as Microsoft Intune.

Performance

DirectAccess uses IPsec with IPv6, which must be encapsulated in TLS to be routed over the public IPv4 Internet. IPv6 traffic is then translated to IPv4 on the DirectAccess server. DirectAccess performance is often acceptable when clients have reliable, high quality Internet connections. However, if connection quality is fair to poor, the high protocol overhead of DirectAccess with its multiple layers of encapsulation and translation often yields poor performance.

The protocol of choice for Windows 10 Always On VPN deployments is IKEv2. It offers the best security and performance when compared to TLS-based protocols. In addition, Always On VPN does not rely exclusively on IPv6 as DirectAccess does. This reduces the many layers of encapsulation and eliminates the need for complex IPv6 transition and translation technologies, further improving performance over DirectAccess.

Supportability

DirectAccess is a Microsoft-proprietary solution that must be deployed using Windows Server and Active Directory. It also requires a Network Location Server (NLS) for clients to determine if they are inside or outside the network. NLS availability is crucial and ensuring that it is always reachable by internal clients can pose challenges, especially in very large organizations.

Windows 10 Always On VPN supporting infrastructure is much less complex than DirectAccess. There’s no requirement for a NLS, which means fewer servers to provision, manage, and monitor. In addition, Always On VPN is completely infrastructure independent and can be deployed using third-party VPN servers such as Cisco, Checkpoint, SonicWALL, Palo Alto, and more.

Summary

Windows 10 Always On VPN is the way of the future. It provides better overall security than DirectAccess, it performs better, and it is easier to manage and support.

Here’s a quick summary of some important aspects of VPN, DirectAccess, and Windows 10 Always On VPN.

Traditional VPN DirectAccess Always On VPN
Seamless and Transparent No Yes Yes
Automatic Connection Options None Always on Always on, app triggered
Protocol Support IPv4 and IPv6 IPv6 Only IPv4 and IPv6
Traffic Filtering No No Yes
Azure AD Integration No No Yes
Modern Management Yes No (group policy only) Yes (MDM)
Clients must be domain-joined? No Yes No
Requires Microsoft Infrastructure No Yes No
Supports Windows 7 Yes Yes Windows 10 only

Always On VPN Hands-On Training

If you are interested in learning more about Windows 10 Always On VPN, consider registering for one of my hands-on training classes. More details here.

Additional Resources

Always On VPN and the Future of Microsoft DirectAccess

5 Important Things DirectAccess Administrators Should Know about Windows 10 Always On VPN

3 Important Advantages of Windows 10 Always On VPN over DirectAccess

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

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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